BRENDA - Enzyme Database
show all sequences of 2.5.1.19

Differential inhibition of class I and class II 5-enolpyruvylshikimate 3-phosphate synthases by tetrahedral reaction intermediate analogues

Funke, T.; Healy-Fried, M.L.; Han, H.; Alberg, D.G.; Bartlett, P.A.; Schoenbrunn, E.; Biochemistry 46, 13344-13351 (2007)

Data extracted from this reference:

Application
Application
Commentary
Organism
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Agrobacterium sp.
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Escherichia coli
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Staphylococcus aureus
Crystallization (Commentary)
Crystallization
Organism
in presence of 10 mM inhibitor (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (2F-TI, PDB: 2PQ9), 2F-TI-binding induces large conformational change of Glu341 side chain compared to TI-binding, crystals: space group P2(1)2(1)2(1), unit cell parameters: a: 58.2, b: 85.1, c: 87.6, beta: 90°, hanging-drop vapour-diffusion, sodium format conditions, molecular replacement using PDB: 1G6S as model
Escherichia coli
wild-type in presence of 5 mM inhibitor (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (2F-TI, PDB: 2PQB) or (3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (RP-TI, PDB: 2PQC), and mutant A100G in presence of 5 mM inhibitor 2F-TI (PDB: 2PQD): 2F-TI-binding induces only slight shift of Glu354 side chain but substantial conformational change of 2F-TI molecule that is independent of residue 100 but mediated by residue Thr101 and due to rigidity of active site, RP-TI-binding induces slight movement of Glu354 side chain and occurs via salt bridge with residue Arg128 but does not alter enzyme’s backbone compared to the shikimate 3-phosphate bound enzyme, crystals: space group P2(1), unit cell parameters: a: 62.8-63.4, b: 44.9-45.0, c: 77.1-77.6, beta: 106.1-106.3°, hanging-drop vapour-diffusion, ammonium sulfate conditions, molecular replacement using PDB: 2GG6 as model, co-crystallization with (3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (SP-TI) not succeeded, docking of SP-TI into substrate- or inhibitor-bound structures indicates low electrostatic interactions between enzyme and inhibitor
Agrobacterium sp.
Engineering
Amino acid exchange
Commentary
Organism
A100G
glyphosate-sensitive, compared to wild-type similar inhibition constants for (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid, (3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid, and (3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
Agrobacterium sp.
Inhibitors
Inhibitors
Commentary
Organism
Structure
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 460fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Agrobacterium sp.
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, very potent competitive inhibitor of EPSPS forward reaction, binding induces substantial conformational change in enzyme’s backbone and active site (e.g., Glu341 and Arg124)
Escherichia coli
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 120-fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Staphylococcus aureus
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, non-potent competitive inhibitor of EPSPS forward reaction
Agrobacterium sp.
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, moderate competitive inhibitor of EPSPS forward reaction
Escherichia coli
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction
Staphylococcus aureus
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 8fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Agrobacterium sp.
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, very potent competitive inhibitor of EPSPS forward reaction
Escherichia coli
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 4-fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Staphylococcus aureus
glyphosate
-
Agrobacterium sp.
glyphosate
-
Staphylococcus aureus
glyphosate
-
Escherichia coli
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Agrobacterium sp.
Q9R4E4
-
-
Agrobacterium sp. CP4
Q9R4E4
-
-
Escherichia coli
P0A6D3
-
-
Staphylococcus aureus
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 20 min
690885
Staphylococcus aureus
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Escherichia coli
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Agrobacterium sp.
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Agrobacterium sp. CP4
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0000039
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.6 nM
Escherichia coli
0.0000078
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.5 nM
Escherichia coli
0.00003
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-6 nM
Staphylococcus aureus
0.000063
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-15 nM
Agrobacterium sp.
0.00045
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-70 nM
Staphylococcus aureus
0.00076
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-200 nM
Escherichia coli
0.0018
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.0006 mM
Agrobacterium sp.
0.011
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.002 mM
Staphylococcus aureus
0.076
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.009 mM
Agrobacterium sp.
Application (protein specific)
Application
Commentary
Organism
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Agrobacterium sp.
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Escherichia coli
drug development
differential inhibition of class I and class II EPSPS by tetrahedral reaction intermediate-analogues possibly due to alteration of open-close transition during catalysis and/or upon inhibitor binding but not due to energy differences during complex formation
Staphylococcus aureus
Crystallization (Commentary) (protein specific)
Crystallization
Organism
in presence of 10 mM inhibitor (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (2F-TI, PDB: 2PQ9), 2F-TI-binding induces large conformational change of Glu341 side chain compared to TI-binding, crystals: space group P2(1)2(1)2(1), unit cell parameters: a: 58.2, b: 85.1, c: 87.6, beta: 90°, hanging-drop vapour-diffusion, sodium format conditions, molecular replacement using PDB: 1G6S as model
Escherichia coli
wild-type in presence of 5 mM inhibitor (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (2F-TI, PDB: 2PQB) or (3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (RP-TI, PDB: 2PQC), and mutant A100G in presence of 5 mM inhibitor 2F-TI (PDB: 2PQD): 2F-TI-binding induces only slight shift of Glu354 side chain but substantial conformational change of 2F-TI molecule that is independent of residue 100 but mediated by residue Thr101 and due to rigidity of active site, RP-TI-binding induces slight movement of Glu354 side chain and occurs via salt bridge with residue Arg128 but does not alter enzyme’s backbone compared to the shikimate 3-phosphate bound enzyme, crystals: space group P2(1), unit cell parameters: a: 62.8-63.4, b: 44.9-45.0, c: 77.1-77.6, beta: 106.1-106.3°, hanging-drop vapour-diffusion, ammonium sulfate conditions, molecular replacement using PDB: 2GG6 as model, co-crystallization with (3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid (SP-TI) not succeeded, docking of SP-TI into substrate- or inhibitor-bound structures indicates low electrostatic interactions between enzyme and inhibitor
Agrobacterium sp.
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
A100G
glyphosate-sensitive, compared to wild-type similar inhibition constants for (3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid, (3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid, and (3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
Agrobacterium sp.
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 460fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Agrobacterium sp.
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, very potent competitive inhibitor of EPSPS forward reaction, binding induces substantial conformational change in enzyme’s backbone and active site (e.g., Glu341 and Arg124)
Escherichia coli
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
RP-TI, (R)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 120-fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Staphylococcus aureus
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, non-potent competitive inhibitor of EPSPS forward reaction
Agrobacterium sp.
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, moderate competitive inhibitor of EPSPS forward reaction
Escherichia coli
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
SP-TI, (S)-phosphonate analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction
Staphylococcus aureus
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 8fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Agrobacterium sp.
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, very potent competitive inhibitor of EPSPS forward reaction
Escherichia coli
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
2F-TI, (R)-difluoromethyl analogue of the (S)-tetrahedral reaction intermediate, competitive inhibitor of EPSPS forward reaction, 4-fold decrease in potency compared to glyphosate-sensitive class I EPSPS from Escherichia coli
Staphylococcus aureus
glyphosate
-
Agrobacterium sp.
glyphosate
-
Staphylococcus aureus
glyphosate
-
Escherichia coli
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0000039
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.6 nM
Escherichia coli
0.0000078
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.5 nM
Escherichia coli
0.00003
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-6 nM
Staphylococcus aureus
0.000063
-
(3R,4S,5R)-5-[(2R)-1,1-difluoro-3-hydroxy-3-oxo-2-phosphonooxy-propan-2-yl]oxy-4-hydroxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-15 nM
Agrobacterium sp.
0.00045
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-70 nM
Staphylococcus aureus
0.00076
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-200 nM
Escherichia coli
0.0018
-
(3R,4S,5R)-4-hydroxy-5-[(2R)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.0006 mM
Agrobacterium sp.
0.011
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.002 mM
Staphylococcus aureus
0.076
-
(3R,4S,5R)-4-hydroxy-5-[(2S)-1-hydroxy-1-oxo-2-phosphono-propan-2-yl]oxy-3-phosphonooxy-cyclohexene-1-carboxylic acid
+/-0.009 mM
Agrobacterium sp.
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 20 min
690885
Staphylococcus aureus
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Escherichia coli
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Agrobacterium sp.
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
shikimate 3-phosphate + phosphoenolpyruvate
via formation of a 2-(S)-tetrahedral reaction intermediate (TI), pH 7.5, 25°C, 30 min
690885
Agrobacterium sp. CP4
phosphate + 5-enpolpyruvylshikimate 3-phosphate
examination by malachite green phosphate-release assay
-
-
?
Other publictions for EC 2.5.1.19
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
737393
Sutton
Crystal structure of 5-enolpyr ...
Acinetobacter baumannii, Acinetobacter baumannii 307-0294
Acta Crystallogr. Sect. F
72
179-187
2016
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1
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7
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739245
Wright
Distinguishing between weedy A ...
Amaranthus blitoides, Amaranthus hybridus, Amaranthus palmeri, Amaranthus retroflexus, Amaranthus spinosus, Amaranthus tuberculatus, Amaranthus viridis
Pest Manag. Sci.
72
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7
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12
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7
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7
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739671
Yi
A novel naturally occurring cl ...
Janibacter sp., Janibacter sp. HTCC2649
Sci. Rep.
6
19104
2016
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738881
Yi
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Characterization of a new type ...
Isoptericola variabilis
J. Mol. Catal. B
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2015
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739182
Forlani
Divergent properties and phylo ...
Arthrospira fusiformis, Arthrospira fusiformis Hegewald 1976/83, Arthrospira sp., Arthrospira sp. Compere 86.79, Arthrospira sp. PCC 8005, Arthrospira sp. PCC 9223, Arthrospira sp. PCC 9438, Calothrix sp., Calothrix sp. PCC 7102, Calothrix sp. PCC 7507, Chroococcidiopsis thermalis, Chroococcidiopsis thermalis PCC 7203, Coleofasciculus chthonoplastes, Coleofasciculus chthonoplastes PCC 7420, Cylindrospermum licheniforme, Cylindrospermum licheniforme ATCC 29412, Cylindrospermum majus PCC 7604, Desmonostoc muscorum, Desmonostoc muscorum PCC 7906, Fischerella muscicola, Fischerella muscicola PCC 73103, Fischerella thermalis, Fischerella thermalis PCC 7521, Gloeobacter violaceus, Gloeothece sp., Gloeothece sp. PCC 6909, Leptolyngbya boryana, Leptolyngbya boryana PCC 6306, Lyngbya sp., Lyngbya sp. PCC 7419, Microcystis aeruginosa, Microcystis aeruginosa PCC 7941, Nostoc punctiforme, Nostoc sp., Nostoc sp. PCC 6719, Nostoc sp. PCC 7413, Nostoc sp. PCC 7937, Oscillatoria sp., Oscillatoria sp. PCC 6304, Oscillatoria sp. PCC 7112, Oscillatoria sp. PCC 7515, Rivularia sp. PCC 7116, Scytonema hofmannii, Scytonema hofmannii PCC 7110, Stanieria sp. PCC 7301, Synechococcus elongatus, Synechococcus sp., Synechococcus sp. PCC 6715, Synechococcus sp. PCC 7335, Synechocystis sp., Synechocystis sp. PCC 6701, Tolypothrix sp., Tolypothrix sp. PCC 7601
New Phytol.
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160-171
2015
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35
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739355
Yu
Evolution of a double amino ac ...
Eleusine indica
Plant Physiol.
167
1440-1447
2015
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738129
Zhang
Characterization and site-dire ...
Alcanivorax sp., Alcanivorax sp. L27
Enzyme Microb. Technol.
63
64-70
2014
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1
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2
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5
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2
1
1
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738858
Xing
Functional characterization of ...
Alkaliphilus metalliredigens
J. Microbiol. Biotechnol.
24
1421-1426
2014
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1
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739758
Wang
Characterization of a class II ...
Sinorhizobium fredii, Sinorhizobium fredii NGR234
World J. Microbiol. Biotechnol.
30
2967-2973
2014
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1
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7
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4
1
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1
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7
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2
1
1
1
1
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1
1
1
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739266
Tian
Mutation by DNA shuffling of 5 ...
Malus domestica
Plant Biotechnol. J.
11
829-838
2013
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4
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4
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1
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1
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1
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721379
Tian
Functional characterization of ...
Halothermothrix orenii, Halothermothrix orenii H 168
Appl. Microbiol. Biotechnol.
93
241-250
2012
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1
1
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4
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7
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2
1
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723145
Zhou
Identification of a new gene e ...
Pseudomonas fluorescens
Mol. Biol. Rep.
39
10939-47
2012
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1
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2
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1
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723574
Peng
A novel 5-enolpyruvylshikimate ...
Rahnella aquatilis, Rahnella aquatilis GR20
PLoS ONE
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2012
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4
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2
1
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1
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723804
Tian
Complementary screening, ident ...
Bacillus cereus
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549-557
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1
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1
1
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721350
Tian
Improvement of glyphosate resi ...
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1
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1
6
6
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1
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5
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702295
Berti
Catalytic residues and an elec ...
Escherichia coli
Biochemistry
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3699-3707
2009
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11
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27
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26
1
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11
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27
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1
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1
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1
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1
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1
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Song
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Detection and quantification o ...
Brassica napus
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2009
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1
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704646
Funke
Structural basis of glyphosate ...
Escherichia coli
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284
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2009
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1
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1
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1
3
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3
7
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1
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1
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8
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704769
Li
A novel RPMXR motif among clas ...
Pseudomonas stutzeri
J. Biotechnol.
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330-336
2009
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1
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1
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1
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1
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1
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1
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13
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3
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1
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1
-
1
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1
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-
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706684
Herouet-Guicheney
Safety evaluation of the doubl ...
Zea mays
Regul. Toxicol. Pharmacol.
54
143-153
2009
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1
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1
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1
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1
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1
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1
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1
-
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690976
Marques
Dynamics of glyphosate-induced ...
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
Biochemistry
47
7509-7522
2008
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1
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1
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1
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1
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1
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1
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-
-
-
-
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691087
Haghani
Comparative studies of wild ty ...
Escherichia coli
Biochim. Biophys. Acta
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1167-1175
2008
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1
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3
1
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4
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1
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1
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4
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1
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4
-
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3
-
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1
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3
1
3
1
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4
-
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1
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1
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4
-
1
-
-
-
-
4
-
-
-
-
-
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691197
de Souza
5-Enolpyruvylshikimate-3-phosp ...
Escherichia coli
Bioorg. Chem.
36
113-120
2008
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-
-
1
-
-
-
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-
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1
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1
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1
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-
-
-
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-
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691436
Liang
A single residue mutation of 5 ...
Pseudomonas stutzeri, Pseudomonas stutzeri A1501
Biotechnol. Lett.
30
1397-1401
2008
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1
1
1
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1
1
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2
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2
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2
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2
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1
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1
1
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2
1
2
1
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1
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-
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2
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2
-
-
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-
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-
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Vande Berg
Characterization and plant exp ...
Bacteria, Bacteria ATX1398, plant
Pest Manag. Sci.
64
340-345
2008
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1
1
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1
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2
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2
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3
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2
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4
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1
1
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1
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4
2
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1
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2
-
3
-
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2
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-
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678255
Clark
Enolpyruvyl activation by enol ...
Escherichia coli
Biochemistry
46
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2007
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1
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-
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-
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-
-
-
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1
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1
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3
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4
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1
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3
-
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4
-
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-
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681333
Yi
Cloning, expression, and funct ...
Dunaliella salina, Dunaliella salina 435
J. Microbiol.
45
153-157
2007
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1
1
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-
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1
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2
4
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4
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-
-
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6
1
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-
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1
1
-
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-
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1
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2
4
-
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6
1
-
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-
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-
-
-
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-
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682361
Kahrizi
Simultaneous substitution of G ...
Escherichia coli
Plant Cell Rep.
26
95-104
2007
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1
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1
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-
-
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2
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1
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1
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-
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682499
Vaithanomsat
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Isolation and mutation of reco ...
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1
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2
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1
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1
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1
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1
1
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6
-
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1
-
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2
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1
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6
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1
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1
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1
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1
1
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6
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690523
Dun
Reconstitution of glyphosate r ...
Pseudomonas fluorescens, Pseudomonas fluorescens G2
Appl. Environ. Microbiol.
73
7997-8000
2007
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1
1
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1
2
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5
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4
-
2
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-
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3
-
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1
1
-
-
-
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1
3
2
-
-
2
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-
-
-
-
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4
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
690885
Funke
Differential inhibition of cla ...
Agrobacterium sp., Agrobacterium sp. CP4, Escherichia coli, Staphylococcus aureus
Biochemistry
46
13344-13351
2007
-
3
-
2
1
-
12
-
-
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-
-
7
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4
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9
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3
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2
1
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12
9
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-
-
4
-
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-
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-
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-
-
-
-
-
-
-
-
-
691936
Marques
The inhibition of 5-enolpyruvy ...
Bacteria
Curr. Drug Targets
8
445-457
2007
-
1
-
1
-
-
1
-
-
-
-
-
-
1
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-
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1
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1
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1
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1
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1
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-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
693010
Healy-Fried
Structural basis of glyphosate ...
Escherichia coli
J. Biol. Chem.
282
32949-32955
2007
-
-
1
1
4
-
1
10
-
-
-
-
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4
-
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-
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5
-
1
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-
-
-
2
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6
-
-
-
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1
-
1
4
-
-
1
6
10
-
-
-
-
-
-
-
-
-
-
5
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
694929
Vaithanomsat
-
Isolation and mutation of reco ...
Pseudomonas aeruginosa
Process Biochem.
42
592-598
2007
-
-
1
-
2
-
1
6
-
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2
-
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1
-
-
1
-
-
-
12
-
2
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-
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8
-
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1
-
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2
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1
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6
-
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2
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-
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1
-
-
12
-
2
-
-
-
-
8
-
-
-
-
-
-
-
-
-
-
677809
Borges
Phosphate closes the solution ...
Mycobacterium tuberculosis
Arch. Biochem. Biophys.
452
156-164
2006
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-
-
-
-
-
-
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1
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3
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1
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2
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-
-
-
-
-
-
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678554
Gong
-
Characterization of 5-enolpyru ...
Camptotheca acuminata
Biol. Plant.
50
542-550
2006
-
-
1
-
-
-
-
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1
1
-
1
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-
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3
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1
1
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1
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1
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1
1
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3
-
-
1
1
-
-
-
-
-
-
-
1
-
-
-
-
-
-
682400
Zhou
Identification of a glyphosate ...
Oryza sativa
Plant Physiol.
140
184-195
2006
-
-
1
-
1
-
1
2
-
-
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1
-
4
-
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2
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1
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2
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1
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1
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2
1
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2
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1
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-
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2
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
658112
Priestman
Interaction of phosphonate ana ...
Escherichia coli
Biochemistry
44
3241-3248
2005
-
1
1
1
-
-
3
1
-
-
-
1
-
2
-
-
-
1
-
-
-
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2
-
1
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-
-
1
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-
-
3
-
-
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1
1
-
1
-
-
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3
3
1
-
-
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1
-
-
-
-
-
-
-
-
2
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
658759
Priestman
5-Enolpyruvylshikimate-3-phosp ...
Staphylococcus aureus
FEBS Lett.
579
728-732
2005
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-
1
-
-
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1
3
-
6
-
1
-
3
-
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1
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-
-
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2
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-
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2
1
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1
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1
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1
1
3
-
6
-
1
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1
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-
-
-
2
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
679818
Priestman
Molecular basis for the glypho ...
Escherichia coli
FEBS Lett.
579
5773-5780
2005
-
-
-
1
-
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1
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-
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2
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2
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1
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1
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-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638211
Mizyed
Identification of the catalyti ...
Escherichia coli
Biochemistry
42
6986-6995
2003
-
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1
-
18
-
-
-
-
-
-
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1
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2
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1
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-
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1
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18
-
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-
-
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2
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638212
Oliveira
One-step purification of 5-eno ...
Mycobacterium tuberculosis
Protein Expr. Purif.
28
287-292
2003
-
-
1
-
-
-
-
-
-
-
2
-
-
4
-
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1
-
-
-
1
1
1
1
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-
-
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-
-
-
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-
-
-
1
-
-
-
-
-
-
-
-
-
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2
-
-
-
-
1
-
-
1
1
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
658298
He
A T42M substitution in bacteri ...
Escherichia coli, Salmonella enterica subsp. enterica serovar Typhimurium
Biosci. Biotechnol. Biochem.
67
1405-1409
2003
-
-
2
-
7
-
2
6
-
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1
2
-
2
-
-
-
-
-
-
4
-
2
1
2
-
-
-
2
-
-
-
4
-
-
-
-
2
-
-
7
-
-
2
4
6
-
-
1
2
-
-
-
-
-
-
4
-
2
1
2
-
-
-
2
-
-
-
-
-
-
-
-
-
659285
Eschenburg
A new view of the mechanisms o ...
Escherichia coli
J. Biol. Chem.
278
49215-49222
2003
-
1
1
1
1
-
-
-
-
-
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1
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4
-
-
-
1
-
-
-
-
2
-
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-
-
-
-
-
-
-
-
-
-
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1
1
-
1
1
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1
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-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
659799
Wang
Expression of a bacterial aroA ...
Escherichia coli, Salmonella enterica subsp. enterica serovar Typhimurium
J. Plant Res.
116
455-460
2003
-
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2
-
2
-
-
-
-
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2
-
5
-
-
-
-
-
-
-
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4
-
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-
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2
-
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2
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-
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2
-
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-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638208
Forlani
-
Differential expression of 5-e ...
Zea mays
Funct. Plant Biol.
29
1483-1490
2002
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
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1
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1
-
-
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-
-
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-
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-
-
-
-
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-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638209
Eschenburg
How the mutation glycine96 to ...
Escherichia coli, Klebsiella pneumoniae
Planta
216
129-135
2002
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1
-
2
-
1
3
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-
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-
-
4
-
-
1
-
-
-
-
-
2
-
-
-
-
-
-
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-
-
1
-
-
-
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1
-
-
2
-
-
1
1
3
-
-
-
-
-
-
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638210
Baerson
Glyphosate-resistant goosegras ...
Eleusine indica, Salmonella enterica subsp. enterica serovar Typhimurium
Plant Physiol.
129
1265-1275
2002
-
-
-
-
2
-
2
2
-
-
-
-
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6
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
2
-
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2
4
2
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638203
He
A new type of class I bacteria ...
Escherichia coli, Salmonella enterica subsp. enterica serovar Typhimurium
Biochim. Biophys. Acta
1568
1-6
2001
-
-
2
-
-
-
2
2
-
-
-
-
-
4
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
-
2
-
-
-
-
2
-
-
-
-
-
2
2
2
-
-
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638204
Forlani
-
A dimeric 5-enol-pyruvyl-shiki ...
Arthrospira platensis
New Phytol.
151
443-450
2001
-
-
-
-
-
-
-
-
-
-
2
1
-
1
-
-
1
-
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
1
-
-
-
1
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638205
Oliveira
Cloning and Overexpression in ...
Mycobacterium tuberculosis
Protein Expr. Purif.
22
430-435
2001
-
-
1
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638206
Stauffer
Shikimate-3-phosphate binds to ...
Escherichia coli
Biochemistry
40
3951-3957
2001
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
1
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638207
Schonbrunn
Interaction of the herbicide g ...
Escherichia coli
Proc. Natl. Acad. Sci. USA
98
1376-1380
2001
-
-
-
-
-
-
1
-
-
-
-
-
-
2
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638202
Du
Characterization of Streptococ ...
Streptococcus pneumoniae
Eur. J. Biochem.
267
222-227
2000
1
-
1
-
-
-
1
12
-
2
-
-
-
3
-
-
1
-
-
-
-
-
1
-
-
-
-
7
-
-
-
-
4
-
-
1
-
1
-
-
-
-
-
1
4
12
-
2
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
7
-
-
-
-
-
-
-
-
-
-
638201
Jakeman
On the mechanism of 5-enolpyru ...
Escherichia coli
Biochemistry
37
12012-12019
1998
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638200
Shuttleworth
The H385N mutant of 5-enolpyru ...
Escherichia coli
Arch. Biochem. Biophys.
334
37-42
1996
-
-
1
-
-
-
1
8
-
-
-
-
-
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
2
2
-
-
2
-
-
-
-
1
-
-
-
-
-
1
2
8
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
-
-
638199
Majumder
5-Enolpyruvylshikimate-3-phosp ...
Bacillus subtilis
Eur. J. Biochem.
229
99-106
1995
1
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1
-
4
-
1
8
-
-
1
1
-
4
-
-
1
-
-
-
1
-
2
-
-
-
-
-
-
-
-
-
4
-
-
1
-
1
-
-
4
-
-
1
4
8
-
-
1
1
-
-
-
1
-
-
1
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638197
Reinbothe
Cytosolic and plastid forms of ...
Euglena gracilis
Mol. Gen. Genet.
245
616-622
1994
-
-
-
-
-
-
-
-
5
-
2
1
-
4
-
-
-
-
-
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
-
2
1
-
-
-
-
-
1
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
638198
Forlani
5-enol-Pyruvyl-shikimate-3-pho ...
no activity in mammals, Petunia x hybrida, Zea mays
Plant Physiol.
105
1107-1114
1994
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-
-
-
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1
4
1
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4
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5
-
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1
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-
-
2
2
2
1
1
-
1
-
1
-
-
-
3
-
-
-
-
-
-
-
-
-
-
1
3
4
1
-
4
-
-
-
-
1
-
-
2
2
2
1
1
-
1
-
1
-
-
-
-
-
-
-
-
-
638176
Gruys
Substrate synergism and the st ...
Escherichia coli
Biochemistry
31
5534-5544
1992
-
-
-
-
-
-
5
3
-
-
-
-
-
2
-
-
-
1
-
-
-
-
1
-
1
-
-
1
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
5
3
3
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
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638178
Huynh
Inactivation of 5-enolpyruvyls ...
Escherichia coli
Biochem. Biophys. Res. Commun.
185
317-322
1992
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638183
Powell
Purification and properties of ...
Trichormus variabilis
Planta
188
484-490
1992
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638179
Huynh
5-Enolpyruvylshikimate-3-phosp ...
Escherichia coli, Escherichia coli N5259
Arch. Biochem. Biophys.
284
407-412
1991
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638186
Alberg
-
Potent inhibition of 5-enolpyr ...
Petunia x hybrida
J. Am. Chem. Soc.
111
2337-2338
1989
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638187
Ream
Purificatioin and properties o ...
Sorghum bicolor
Plant Physiol.
87
232-238
1988
4
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11
2
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2
1
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4
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11
1
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1
1
1
1
1
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1
1
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638193
Kishore
Amino acid biosynthesis inhibi ...
Pseudomonas sp.
Annu. Rev. Biochem.
57
627-663
1988
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1
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137624
Coggins
The anatomy of a multifunction ...
Aspergillus nidulans, Escherichia coli, Neurospora crassa, Saccharomyces cerevisiae, Salmonella enterica subsp. enterica serovar Typhimurium
Biochem. Soc. Trans.
15
754-759
1987
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5
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5
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10
1
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638173
Lewendon
3-Phosphoshikimate 1-carboxyvi ...
Escherichia coli, Klebsiella pneumoniae, Neurospora crassa, Pisum sativum, Salmonella enterica subsp. enterica serovar Typhimurium
Methods Enzymol.
142
342-348
1987
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1
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2
5
11
4
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4
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6
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1
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9
3
3
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4
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2
1
9
3
3
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638177
Huynh
Reaction of 5-enol-pyruvoylshi ...
Escherichia coli
Arch. Biochem. Biophys.
258
233-239
1987
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3
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638185
Mousdale
-
3-phosphoshikimate 1-carboxyvi ...
Lactuca sativa, Pisum sativum, Spinacia oleracea, Triticum aestivum, Zea mays
Methods Enzymol.
142
348-354
1987
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5
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5
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10
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3
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3
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1
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2
1
10
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638192
Smart
-
...
Fagopyrum esculentum
Plant Biol.
3
119-133
1987
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137628
Lambert
The 3-dehydroquinate synthase ...
Neurospora crassa, Neurospora crassa 74-OR23-1A
Biochem. J.
226
817-829
1985
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2
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638191
Smart
Selective overproduction of 5- ...
Capnoides sempervirens
J. Biol. Chem.
260
16338-16346
1985
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638194
Abdel-Meguid
Crystallization of 5-enolpyruv ...
Escherichia coli
J. Mol. Biol.
186
673
1985
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638175
Duncan
The purification of 5-enolpyru ...
Escherichia coli
FEBS Lett.
165
121-127
1984
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1
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6
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6
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638180
Sost
-
Characterizaation of a glyphos ...
Klebsiella pneumoniae
FEBS Lett.
173
238-242
1984
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4
4
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638181
Steinrücken
5-Enolpyruvylshikimate-3-phosp ...
Klebsiella pneumoniae
Eur. J. Biochem.
143
341-349
1984
6
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2
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1
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1
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2
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6
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18
3
1
1
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2
1
1
2
1
1
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3
2
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638182
Steinrücken
5-Enolpyruvylshikimate-3-phosp ...
Klebsiella pneumoniae
Eur. J. Biochem.
143
351-357
1984
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4
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638184
Mousdale
Purification and properties of ...
Pisum sativum
Planta
160
78-83
1984
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1
4
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2
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2
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3
2
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2
1
1
1
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638188
Rubin
Glyphosphate inhibition of 5-e ...
Nicotiana sylvestris
Plant Physiol.
75
839-845
1984
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1
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1
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1
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1
1
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638174
Lewendon
Purification of 5-enolpyruvyls ...
Escherichia coli
Biochem. J.
213
187-191
1983
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2
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2
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2
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1
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1
2
1
1
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638195
Koshiba
-
...
Vigna radiata
Plant Cell Physiol.
20
667-670
1979
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1
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137639
Gaertner
Purification of two multienzym ...
Neurospora crassa
Arch. Biochem. Biophys.
151
277-284
1972
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1
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