Entry
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
ec01110 Biosynthesis of secondary metabolites
Orthology
K12673 N2-(2-carboxyethyl)arginine synthase
Genes
SCLF : BB341_07805 BB341_29465
» show all
Taxonomy
Reference
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
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
ExPASy - ENZYME nomenclature database: 2.5.1.66