1.14.11.21: clavaminate synthase
This is an abbreviated version!
For detailed information about clavaminate synthase, go to the full flat file.
Word Map on EC 1.14.11.21
-
1.14.11.21
-
clavulanic
-
clavuligerus
-
alpha-ketoglutarate
-
proclavaminic
-
beta-lactamase
-
dioxygenase
-
non-heme
-
cs2
-
oxygenases
-
clavams
-
dioxygen
-
alpha-ketoglutarate-dependent
-
desaturation
-
amidinohydrolase
-
2-his-1-carboxylate
-
synthesis
- 1.14.11.21
-
clavulanic
- clavuligerus
- alpha-ketoglutarate
-
proclavaminic
- beta-lactamase
- dioxygenase
-
non-heme
- cs2
- oxygenases
-
clavams
- dioxygen
-
alpha-ketoglutarate-dependent
-
desaturation
-
amidinohydrolase
-
2-his-1-carboxylate
- synthesis
Reaction
Synonyms
CAS, CAS1, CAS2, clavaminate synthase 1, clavaminate synthase 2, clavaminic acid synthase, CS, synthase, clavaminate
ECTree
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Substrates Products
Substrates Products on EC 1.14.11.21 - clavaminate synthase
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REACTION DIAGRAM
(3S,5S)-dihydroclavaminate + 2-oxoglutarate + O2
(3S,5S)-clavaminate + succinate + CO2 + H2O
the enzyme is involved in clavulanic acid biosynthesis
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
E-(2S)-5-amino-2(2'-oxoazetidin-1-yl)-pent-3,4-enoate + succinate + CO2 + H2O + ?
-
isozyme CS2
10% of the product is proclavaminate, 90% of the product is E-(2S)-5-amino-2(2'-oxoazetidin-1-yl)-pent-3,4-enoate
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
clavaminate + succinate + CO2 + H2O
-
-
-
-
r
(2S,3R)-proclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
-
r
? + H2O2
-
side reaction in absence of proclavaminate, oxidative decarboxylation of 2-oxoglutarate in presence of Fe2+ and formation of peroxide, which inactivates the enzyme
-
-
?
2-oxoglutarate + O2
? + H2O2
in absence or presence of the substrate proclavaminate, inactivation of the enzyme
-
-
?
2-oxoglutarate + O2
? + H2O2
-
side reaction in absence of proclavaminate, oxidative decarboxylation of 2-oxoglutarate in presence of Fe2+ and formation of peroxide, which inactivates the enzyme
-
-
?
2-oxoglutarate + O2
? + H2O2
varying amounts of unsaturated six-coordinate ferrous species exist in the substrate complexes which correlate to this uncoupled reaction
-
-
?
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
-
10% of the product is proclavaminate, 90% of the product is E-(2S)-5-amino-2(2'-oxoazetidin-1-yl)-pent-3,4-enoate
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
-
-
?
deoxyamidinoproclavaminate + 2-oxoglutarate + O2
amidinoproclavaminate + succinate + CO2 + H2O
-
this reaction is due to a proclavaminate amidinohydrolase, i.e. cla
-
-
?
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
-
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
hydroxylation
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
guanidinoproclavaminate + succinate + CO2 + H2O
hydroxylation
-
?
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
stereochemical course of oxygen insertion
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
cyclization
-
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
5S) enantiomer
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
cyclization
5S) enantiomer
?
dihydroclavaminate + 2-oxoglutarate + O2
clavaminate + succinate + CO2 + H2O
-
syn-elimination of the requisite hydrogens
-
?
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
hydroxylation
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
hydroxylation
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
hydroxylation
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
hydroxylation
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
hydroxylation
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
isozyme CS2
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
isozyme CS2
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
isozyme CAS1
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
isozyme CAS1
-
?
N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2
4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
isozyme CAS2
-
?
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
no activity with the racemic erythro isomers (2S,3S) and (2R,3R)
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
specific for the threo-(2S,3R) enantiomer
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
product is a transient intermediate in the overall reaction process
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
(4'RS)-rac-proclavaminate
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
(4'RS)-rac-proclavaminate
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
saturation
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
product is a transient intermediate in the overall reaction process
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
no activity with the racemic erythro isomers (2S,3S) and (2R,3R)
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
no activity with the racemic erythro isomers (2S,3S) and (2R,3R)
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
specific for the threo-(2S,3R) enantiomer
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
specific for the threo-(2S,3R) enantiomer
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
specific for the threo-(2S,3R) enantiomer
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
specific for the threo-(2S,3R) enantiomer
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
stereochemical course of oxygen insertion
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
the enzyme is involved in clavulanic acid biosynthesis
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
-
-
?
proclavaminate + 2-oxoglutarate + O2
dihydroclavaminate + succinate + CO2 + H2O
-
saturation
-
?
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
enzyme plays a critical role in the biosynthesis of the clavam metabolites
-
-
?
additional information
?
-
-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
enzyme plays a critical role in the biosynthesis of the clavam metabolites
-
-
?
additional information
?
-
-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
-
-
?
additional information
?
-
-
1 or more histidine as well as cysteine residue located at or near the active site or in the metal binding site, critical for catalysis
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
dependent on O2 and 2-oxoglutarate
-
-
?
additional information
?
-
-
enzyme has a requirement for the 3-hydroxyl group and is specific for C-5 analogues of proclavaminate
-
-
?
additional information
?
-
-
4'-vinyl proclavaminate, 4'-ethynyl proclavaminate, and 4-cyclopropyl proclavaminate are no substrates
-
-
?
additional information
?
-
structure-function correlation
-
-
?
additional information
?
-
-
no activity with dehydroproclavaminate and C-5 oxygenated, N-formyl, or N-acetylglycyl proclavaminate derivatives
-
-
?
additional information
?
-
-
enzyme plays a critical role in the biosynthesis of the clavam metabolites
-
-
?
additional information
?
-
-
enzyme plays a critical role in the biosynthesis of the clavam metabolites
-
-
?
additional information
?
-
-
involved in the conversion of monocyclic beta-lactams into bicyclic beta-lactams
-
-
?
additional information
?
-
-
involved in the conversion of monocyclic beta-lactams into bicyclic beta-lactams
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?
additional information
?
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biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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?
additional information
?
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biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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?
additional information
?
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biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
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-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
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-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
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-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
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-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?
additional information
?
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enzyme plays a critical role in the biosynthesis of the clavam metabolites
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?
additional information
?
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-
biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor
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-
?