The Enzyme Database

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Accepted name: nocardicin A epimerase
Reaction: (1) isonocardicin C = nocardicin C
(2) isonocardicin A = nocardicin A
For diagram of nocardicin biosynthesis, click here and for diagram of nocardicin A biosynthesis, click here
Glossary: nocardicin A = (2R)-2-amino-4-{4-[(1E)-{[(3S)-1-[(R)-carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl}(hydroxyimino)methyl]phenoxy}butanoic acid
isonocardicin A =(2S)-2-amino-4-{4-[(1E)-{[(3S)-1-[(R)-carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl}(hydroxyimino)methyl]phenoxy}butanoic acid
nocardicin C = (2R)-2-amino-4-{4-[(R)-amino({[(3S)-1-[(R)-carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl})methyl]phenoxy}butanoic acid
isonocardicin C = (2S)-2-amino-4-{4-[(R)-amino({[(3S)-1-[(R)-carboxy(4-hydroxyphenyl)methyl]-2-oxoazetidin-3-yl]carbamoyl})methyl]phenoxy}butanoic acid
Other name(s): isonocardicin A epimerase; nocJ (gene name)
Systematic name: nocardicin-C epimerase
Comments: Requires pyridoxal 5′-phosphate. The enzyme, characterized from the bacterium Nocardia uniformis, is involved in the biosynthesis of the monolactam antibiotic nocardicin A. It catalyses the epimerization of the amino group at position 9′ from (S)- configuration to (R)-. The enzyme can act on both isonocardicin A and isonocardicin C, but the in vivo substrate appears to be the latter [3].
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 118246-75-6
1.  Wilson, B.A., Bantia, S., Salituro, G.M., Reeve, A.M. and Townsend, C.A. Cell-free biosynthesis of nocardicin A from nocardicin E and S-adenosylmethionine. J. Am. Chem. Soc. 110 (1988) 8238–8239.
2.  Kelly, W.L. and Townsend, C.A. Mutational analysis and characterization of nocardicin C-9′ epimerase. J. Biol. Chem. 279 (2004) 38220–38227. [DOI] [PMID: 15252031]
3.  Kelly, W.L. and Townsend, C.A. Mutational analysis of nocK and nocL in the nocardicin a producer Nocardia uniformis. J. Bacteriol. 187 (2005) 739–746. [DOI] [PMID: 15629944]
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