KEGG   ENZYME: 6.3.3.4Help
Entry
EC 6.3.3.4                  Enzyme                                 

Name
(carboxyethyl)arginine beta-lactam-synthase;
L-2-N-(2-carboxyethyl)arginine cyclo-ligase (AMP-forming)
Class
Ligases;
Forming carbon-nitrogen bonds;
Cyclo-ligases
BRITE hierarchy
Sysname
L-N2-(2-carboxyethyl)arginine cyclo-ligase (AMP-forming)
Reaction(IUBMB)
ATP + L-N2-(2-carboxyethyl)arginine = AMP + diphosphate + deoxyamidinoproclavaminate [RN:R05467]
Reaction(KEGG)
Substrate
ATP [CPD:C00002];
L-N2-(2-carboxyethyl)arginine [CPD:C06655]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
deoxyamidinoproclavaminate [CPD:C06656]
Comment
Forms part of the pathway for the biosythesis of the beta-lactamase inhibitor clavulanate in Streptomyces clavuligerus. It has been proposed [3] that L-N2-(2-carboxyethyl)arginine is first converted into an acyl-AMP by reaction with ATP and loss of diphosphate, and that the beta-lactam ring is then formed by the intramolecular attack of the beta-nitrogen on the activated carboxy group.
History
EC 6.3.3.4 created 2003
Pathway
Clavulanic acid biosynthesis
Biosynthesis of secondary metabolites
Orthology
K12674  
(carboxyethyl)arginine beta-lactam-synthase
Genes
SFA: 
STRP: 
SVI: 
Taxonomy
Reference
1  [PMID:11472170]
  Authors
Zhou J, Kelly WL, Bachmann BO, Gunsior M, Townsend CA, Solomon EI.
  Title
Spectroscopic studies of substrate interactions with clavaminate synthase 2, a multifunctional alpha-KG-dependent non-heme iron enzyme: correlation with mechanisms and reactivities.
  Journal
J. Am. Chem. Soc. 123 (2001) 7388-98.
  Organism
Streptomyces clavuligerus
Reference
2  [PMID:12413541]
  Authors
Townsend CA.
  Title
New reactions in clavulanic acid biosynthesis.
  Journal
Curr. Opin. Chem. Biol. 6 (2002) 583-9.
  Organism
Streptomyces clavuligerus
Reference
3  [PMID:9689037]
  Authors
Bachmann BO, Li R, Townsend CA.
  Title
beta-Lactam synthetase: a new biosynthetic enzyme.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 95 (1998) 9082-6.
  Organism
Streptomyces clavuligerus
  Sequence
[up:P0DJQ7]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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