BRENDA - Enzyme Database show
show all sequences of 1.14.11.21

A single monomeric iron center in clavaminate synthase catalyzes three nonsuccessive oxidative transformations

Busby, R.W.; Townsend, C.A.; Bioorg. Med. Chem. 4, 1059-1064 (1996)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
isozymes CS1 and CS2, overexpression in Escherichia coli JM101
Streptomyces clavuligerus
Inhibitors
Inhibitors
Commentary
Organism
Structure
Co2+
competitive
Streptomyces clavuligerus
N-bromoacetyl-L-arginine
isozyme CS2, inactivation, at 7.5 mM half-life of 11.2 min at 30°C, Co2+ competes, substrates protect
Streptomyces clavuligerus
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Fe2+
1 ion per catalytically active enzyme molecule for the cyclization and the saturation reaction; required
Streptomyces clavuligerus
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
guanidinoproclavaminate + succinate + CO2 + H2O
-
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
clavaminate + succinate + CO2 + H2O
-
Streptomyces clavuligerus
?
additional information
Streptomyces clavuligerus
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
?
-
-
-
proclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
Streptomyces clavuligerus
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Streptomyces clavuligerus
-
isozyme CS2
-
Reaction
Reaction
Commentary
Organism
deoxyamidinoproclavaminate + 2-oxoglutarate + O2 = amidinoproclavaminate + succinate + CO2
this reaction is due to a proclavaminate amidinohydrolase PAH, gene cla
Streptomyces clavuligerus
dihydroclavaminate + 2-oxoglutarate + O2 = clavaminate + succinate + CO2 + H2O
reaction mechanism
Streptomyces clavuligerus
proclavaminate + 2-oxoglutarate + O2 = dihydroclavaminate + succinate + CO2 + H2O
reaction mechanism
Streptomyces clavuligerus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
639277
Streptomyces clavuligerus
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
-
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
guanidinoproclavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
hydroxylation
639277
Streptomyces clavuligerus
guanidinoproclavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
clavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
cyclization
639277
Streptomyces clavuligerus
clavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
additional information
dependent on O2 and 2-oxoglutarate
639277
Streptomyces clavuligerus
?
-
-
-
-
additional information
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
639277
Streptomyces clavuligerus
?
-
-
-
-
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
hydroxylation
639277
Streptomyces clavuligerus
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
isozyme CS2
639277
Streptomyces clavuligerus
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
proclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
639277
Streptomyces clavuligerus
?
proclavaminate + 2-oxoglutarate + O2
saturation
639277
Streptomyces clavuligerus
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
639277
Streptomyces clavuligerus
?
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
38.3
-
N-bromoacetyl-L-arginine
isozyme CS2, pH 7.0, 30°C
Streptomyces clavuligerus
Cloned(Commentary) (protein specific)
Commentary
Organism
isozymes CS1 and CS2, overexpression in Escherichia coli JM101
Streptomyces clavuligerus
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
Co2+
competitive
Streptomyces clavuligerus
N-bromoacetyl-L-arginine
isozyme CS2, inactivation, at 7.5 mM half-life of 11.2 min at 30°C, Co2+ competes, substrates protect
Streptomyces clavuligerus
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
38.3
-
N-bromoacetyl-L-arginine
isozyme CS2, pH 7.0, 30°C
Streptomyces clavuligerus
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Fe2+
1 ion per catalytically active enzyme molecule for the cyclization and the saturation reaction; required
Streptomyces clavuligerus
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
guanidinoproclavaminate + succinate + CO2 + H2O
-
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
clavaminate + succinate + CO2 + H2O
-
Streptomyces clavuligerus
?
additional information
Streptomyces clavuligerus
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
?
-
-
-
proclavaminate + 2-oxoglutarate + O2
Streptomyces clavuligerus
-
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
Streptomyces clavuligerus
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
639277
Streptomyces clavuligerus
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
-
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
guanidinoproclavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
hydroxylation
639277
Streptomyces clavuligerus
guanidinoproclavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
clavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
dihydroclavaminate + 2-oxoglutarate + O2
cyclization
639277
Streptomyces clavuligerus
clavaminate + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
additional information
dependent on O2 and 2-oxoglutarate
639277
Streptomyces clavuligerus
?
-
-
-
-
additional information
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
639277
Streptomyces clavuligerus
?
-
-
-
-
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
hydroxylation
639277
Streptomyces clavuligerus
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
isozyme CS2
639277
Streptomyces clavuligerus
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
639277
Streptomyces clavuligerus
?
proclavaminate + 2-oxoglutarate + O2
-
639277
Streptomyces clavuligerus
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
639277
Streptomyces clavuligerus
?
proclavaminate + 2-oxoglutarate + O2
saturation
639277
Streptomyces clavuligerus
dihydroclavaminate + succinate + CO2 + H2O
product is a transient intermediate in the overall reaction process
639277
Streptomyces clavuligerus
?
Other publictions for EC 1.14.11.21
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)
742159
Shrestha
-
Heterologous production of cl ...
Streptomyces clavuligerus
Biotechnol. Bioprocess Eng.
22
359-365
2017
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723902
Chin
-
Predicting the catalytic sites ...
Streptomyces clavuligerus
Afr. J. Microbiol. Res.
5
3357-3366
2011
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4
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685142
Borowski
Mechanism for cyclization reac ...
Streptomyces clavuligerus
Biochemistry
46
3682-3691
2007
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639036
Townsend
New reactions in clavulanic ac ...
Streptomyces clavuligerus
Curr. Opin. Chem. Biol.
6
583-589
2002
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1
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1
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1
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9
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639286
Zhang
Crystal structure of a clavami ...
Streptomyces clavuligerus
FEBS Lett.
517
7-12
2002
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1
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1
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4
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1
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3
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9
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1
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9
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639284
Zhou
Spectroscopic studies of subst ...
Streptomyces clavuligerus
J. Am. Chem. Soc.
123
7388-7398
2001
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1
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4
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1
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2
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11
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11
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639281
Zhang
Structural origins of the sele ...
Streptomyces clavuligerus
Nat. Struct. Biol.
7
127-133
2000
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8
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1
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8
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639282
Khaleeli
Site-directed mutagenesis and ...
Streptomyces clavuligerus
Biochemistry
39
8666-8673
2000
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1
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8
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1
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8
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1
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639283
Doan
Mutagenesis studies on the iro ...
Streptomyces clavuligerus
Biochem. Biophys. Res. Commun.
279
240-244
2000
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15
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15
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5
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639280
Lloyd
-
Product-substrate engineering ...
Streptomyces clavuligerus
Tetrahedron
55
10201-10220
1999
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639279
Zhou
-
Substrate binding to the alpha ...
Streptomyces clavuligerus
J. Am. Chem. Soc.
120
13539-13540
1998
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639278
Baldwin
-
Chemo-enzymic synthesis of bic ...
Streptomyces clavuligerus
Tetrahedron
53
7011-7020
1997
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639277
Busby
A single monomeric iron center ...
Streptomyces clavuligerus
Bioorg. Med. Chem.
4
1059-1064
1996
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11
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1
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1
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1
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5
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11
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639274
Janc
Purification and characterizat ...
Streptomyces antibioticus, Streptomyces antibioticus Tu1718, Streptomyces clavuligerus
J. Biol. Chem.
270
5399-5404
1995
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6
15
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1
31
2
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2
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6
15
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1
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1
31
2
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2
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639275
Busby
Expression and purification of ...
Streptomyces clavuligerus
J. Biol. Chem.
270
4262-4269
1995
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1
3
2
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1
2
1
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1
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1
2
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2
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6
-
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1
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-
1
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1
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3
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