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2.5.1.38

Accepted name:

isonocardicin synthase

Reaction:

S-adenosyl-L-methionine + nocardicin G = S-methyl-5′-thioadenosine + isonocardicin C

For diagram of nocardicin biosynthesis, click here

Other name(s):

nocardicin aminocarboxypropyltransferase; S-adenosyl-L-methionine:nocardicin-E 3-amino-3-carboxypropyltransferase

Systematic name:

S-adenosyl-L-methionine:nocardicin-G 3-amino-3-carboxypropyltransferase

Comments:

The enzyme, characterized from the bacterium Nocardia uniformis, is involved in the biosynthesis of the β-lactam antibiotic nocardicin A. The enzyme can act on nocardicin E, F, and G, producing isonocardicin A, B, and C, respectively. However, the in vivo substrate is believed to be nocardicin G [3].

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 118246-74-5

References:

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.	Reeve, A.M., Breazeale, S.D. and Townsend, C.A. Purification, characterization, and cloning of an S-adenosylmethionine-dependent 3-amino-3-carboxypropyltransferase in nocardicin biosynthesis. J. Biol. Chem. 273 (1998) 30695–30703. [DOI] [PMID: 9804844]
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]

[EC 2.5.1.38 created 1992, modified 2016]

5.1.1.14

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

References:

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]

[EC 5.1.1.14 created 1992, modified 2016]