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
ec00331  Clavulanic acid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
ec01130  Biosynthesis of antibiotics
Orthology
K12674  (carboxyethyl)arginine beta-lactam-synthase
Genes
SFA: Sfla_0556
STRP: F750_6323
SCLF: BB341_07810
SFK: KY5_8017c
KAB: B7C62_18885
KAU: B6264_26750
SVI: Svir_33380
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 123:7388-98 (2001)
DOI:10.1021/ja004025+
Reference
2  [PMID:12413541]
  Authors
Townsend CA.
  Title
New reactions in clavulanic acid biosynthesis.
  Journal
Curr Opin Chem Biol 6:583-9 (2002)
DOI:10.1016/S1367-5931(02)00392-7
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 95:9082-6 (1998)
DOI:10.1073/pnas.95.16.9082
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 6.3.3.4
IUBMB Enzyme Nomenclature: 6.3.3.4
ExPASy - ENZYME nomenclature database: 6.3.3.4
BRENDA, the Enzyme Database: 6.3.3.4

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