6.3.3.6: carbapenam-3-carboxylate synthase
This is an abbreviated version!
For detailed information about carbapenam-3-carboxylate synthase, go to the full flat file.
Word Map on EC 6.3.3.6
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6.3.3.6
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carbapenams
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beta-lactamization
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simplest
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monocyclic
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crotonase
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malonyl-coa
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bicyclic
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stereoselective
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beta-ls
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asparagine
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ph-rate
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biocatalytic
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synthases
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viscosity
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synthesis
- 6.3.3.6
-
carbapenams
-
beta-lactamization
-
simplest
-
monocyclic
- crotonase
- malonyl-coa
-
bicyclic
-
stereoselective
-
beta-ls
- asparagine
-
ph-rate
-
biocatalytic
- synthases
-
viscosity
- synthesis
Reaction
Synonyms
CarA, carbapenam 3-carboxylate synthase, carbapenam synthetase, CPS, EC 6.3.1.16
ECTree
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Substrates Products
Substrates Products on EC 6.3.3.6 - carbapenam-3-carboxylate synthase
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REACTION DIAGRAM
ATP + (2R,5R)-5-carboxymethylproline
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low activity, kcat/Km is 2% compared to the value for (2S,5S)-5-carboxymethylproline
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-
?
ATP + (2S,5R)-5-carboxymethylproline
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low activity, kcat/Km is 2% compared to the value for (2S,5S)-5-carboxymethylproline
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-
?
ATP + (2S,6R)-2,6-dimethyl-t-carboxymethylproline
AMP + diphosphate + (3S,5S,6R)-3,6-dimethylcabapenam-3-carboxylate
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-
-
-
?
ATP + (2S,6S)-2,6-dimethyl-t-carboxymethylproline
AMP + diphosphate + (2S,3S,5S,6S)-3,6-dimethylcabapenam-3-carboxylate
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-
-
-
?
ATP + (3R,6R)-2,6-dimethyl-t-carboxymethylproline
AMP + diphosphate + (2R,3S,5S,6R)-3,6-dimethylcabapenam-3-carboxylate
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-
-
-
?
ATP + (3R,6S)-2,6-dimethyl-t-carboxymethylproline
AMP + diphosphate + (2R,3S,5S,6S)-3,6-dimethylcabapenam-3-carboxylate
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-
-
-
?
ATP + (3S,6R)-2,6-dimethyl-t-carboxymethylproline
AMP + diphosphate + (2S,3S,5S,6R)-3,6-dimethylcabapenam-3-carboxylate
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-
-
-
?
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
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-
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?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
the enzyme catalyzes the formation of the beta-lactam ring in (5R)-carbapenem-3-carboxylic acid biosynthesis
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-
?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
the enzyme is involved in the biosynthesis of the carbapenem beta-lactam antibiotic (5R)-carbapen-2-em-3-carboxylate
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-
?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
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a mechanism is proposed where the rate-limiting step is beta-lactam ring formation coupled to a protein conformational change. The role of K443 throughout the reaction is undercored
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-
?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
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catalytic Tyr-Glu dyad is demonstrated by site-directed mutagenesis and kinetic experiments that compare the wild-type enzymes to their respective mutant proteins using pHrate profiles, 32P-incorporation experiments, solvent isotope effects, proton inventory, and viscosity variation
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-
?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
the kinetic mechanism is bi-ter where ATP is the first substrate to bind followed by (2S,5S)-5-carboxymethyl proline and diphosphate is the last product released. Low activity with (2S,5R)-5-carboxymethylproline or (2R,5R)-5-carboxymethylproline
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-
?
ATP + (2S,5S)-5-carboxymethylproline
AMP + diphosphate + (3S,5S)-carbapenam 3-carboxylate
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-
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?