KEGG   ENZYME: 2.5.1.66Help
Entry
EC 2.5.1.66                 Enzyme                                 

Name
N2-(2-carboxyethyl)arginine synthase;
CEAS;
N2-(2-carboxyethyl)arginine synthetase;
CEA synthetase;
glyceraldehyde-3-phosphate:L-arginine 2-N-(2-hydroxy-3-oxopropyl) transferase (2-carboxyethyl-forming)
Class
Transferases;
Transferring alkyl or aryl groups, other than methyl groups;
Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
BRITE hierarchy
Sysname
glyceraldehyde-3-phosphate:L-arginine N2-(2-hydroxy-3-oxopropyl) transferase (2-carboxyethyl-forming)
Reaction(IUBMB)
D-glyceraldehyde 3-phosphate + L-arginine = N2-(2-carboxyethyl)-L-arginine + phosphate [RN:R05465]
Reaction(KEGG)
Substrate
D-glyceraldehyde 3-phosphate [CPD:C00118];
L-arginine [CPD:C00062]
Product
N2-(2-carboxyethyl)-L-arginine [CPD:C06655];
phosphate [CPD:C00009]
Comment
The enzyme requires thiamine diphosphate and catalyses the first step in the clavulanic-acid-biosynthesis pathway. The 2-hydroxy-3-oxo group transferred from glyceraldehyde 3-phosphate is isomerized during transfer to form the 2-carboxyethyl group.
History
EC 2.5.1.66 created 2004
Pathway
ec00331  Clavulanic acid biosynthesis
ec01130  Biosynthesis of antibiotics
Orthology
K12673  N2-(2-carboxyethyl)arginine synthase
Genes
SFA: Sfla_0555
STRP: F750_6324
SCLF: BB341_07805
SFK: KY5_8018c
KAB: B7C62_18880
KAU: B6264_26755
SVI: Svir_33370
Taxonomy
Reference
1  [PMID:14623876]
  Authors
Caines ME, Elkins JM, Hewitson KS, Schofield CJ.
  Title
Crystal structure and mechanistic implications of N2-(2-carboxyethyl)arginine synthase, the first enzyme in the clavulanic acid biosynthesis pathway.
  Journal
J Biol Chem 279:5685-92 (2004)
DOI:10.1074/jbc.M310803200
  Sequence
Reference
2
  Authors
Khaleeli, N., Li, R. and Townsend, C.A.
  Title
Origin of the beta-lactam carbons in clavulanic acid from an unusual thiamine pyrophosphate-mediated reaction.
  Journal
J Am Chem Soc 121:9223-9224 (1999)
Other DBs
ExplorEnz - The Enzyme Database: 2.5.1.66
IUBMB Enzyme Nomenclature: 2.5.1.66
ExPASy - ENZYME nomenclature database: 2.5.1.66
BRENDA, the Enzyme Database: 2.5.1.66
CAS: 250207-48-8

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