The Enzyme Database

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EC 2.5.1.66     
Accepted name: N2-(2-carboxyethyl)arginine synthase
Reaction: D-glyceraldehyde 3-phosphate + L-arginine = N2-(2-carboxyethyl)-L-arginine + phosphate
For diagram of clavulanate biosynthesis, click here
Other name(s): CEAS; N2-(2-carboxyethyl)arginine synthetase; CEA synthetase; glyceraldehyde-3-phosphate:L-arginine 2-N-(2-hydroxy-3-oxopropyl) transferase (2-carboxyethyl-forming)
Systematic name: glyceraldehyde-3-phosphate:L-arginine N2-(2-hydroxy-3-oxopropyl) transferase (2-carboxyethyl-forming)
Comments: 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.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 250207-48-8
References:
1.  Caines, M.E.C., Elkins, J.M., Hewitson, K.S. and Schofield, C.J. Crystal structure and mechanistic implications of N2-(2-carboxyethyl)arginine synthase, the first enzymes in the clavulanic acid biosynthesis pathway. J. Biol. Chem. 279 (2004) 5685–5692. [PMID: 14623876]
2.  Khaleeli, N., Li, R. and Townsend, C.A. Origin of the β-lactam carbons in clavulanic acid from an unusual thiamine pyrophosphate-mediated reaction. J. Am. Chem. Soc. 121 (1999) 9223–9224.
[EC 2.5.1.66 created 2004]
 
 


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