| Entry |
|
| Name |
isopenicillin-N epimerase |
| Class |
Isomerases;
Racemases and epimerases;
Acting on amino acids and derivatives
 |
| Sysname |
penicillin-N 5-amino-5-carboxypentanoyl-epimerase |
| Reaction(IUBMB) |
isopenicillin N = penicillin N [RN:R04147] |
| Reaction(KEGG) |
R04147
 |
| Substrate |
isopenicillin N [CPD:C05557] |
| Product |
penicillin N [CPD:C06564] |
| Comment |
This enzyme contains pyridoxal phosphate. Epimerization at C-5 of
the 5-amino-5-carboxypentanoyl group to form penicillin N is
required to make a substrate for EC 1.14.20.1,
deactoxycephalosporin-C synthase, to produce cephalosporins. Forms
part of the penicillin biosynthesis pathway (for pathway, click
here). |
| Pathway |
ec00311 Penicillin and cephalosporin biosynthesis
ec01100 Metabolic pathways
ec01110 Biosynthesis of secondary metabolites |
| Orthology |
K04127 isopenicillin-N epimerase |
| Genes |
XCC: XCC1212(nifS)
XCB: XC_3030
RSO: RS01753(RSp0696)
BMA: BMAA0692
BML: BMA10229_0775
BMN: BMA10247_A1739
BPS: BPSS0826
BPM: BURPS1710b_A2417(cefD)
BPL: BURPS1106A_A1140(cefD)
BBA: Bd2034
MXA: MXAN_5758(cefD)
KRA: Krad_0174
RBA: RB7564(cefD)
CYA: CYA_0818(cefD)
CYB: CYB_1874(cefD)
MAR: MAE_52910
CAU: Caur_1659
 |
Reference Authors Title
Journal Organism
|
1 [PMID:2804141]
Usui S, Yu CA.
Purification and properties of isopenicillin N epimerase from
Streptomyces clavuligerus.
Biochim. Biophys. Acta. 999 (1989) 78-85.
Streptomyces clavuligerus |
Reference Authors Title
Journal
|
2
Laiz, L., Liras, P., Castro, J.M. and Martin, J.F.
Purification and characterization of the isopenicillin-N epimerase
from Nocardia lactamdurans.
J. Gen. Microbiol. 136 (1990) 663-671. |
Reference Authors Title
Journal Organism
|
3 [PMID:1354366]
Cantwell C, Beckmann R, Whiteman P, Queener SW, Abraham EP.
Isolation of deacetoxycephalosporin C from fermentation broths of
Penicillium chrysogenum transformants: construction of a new fungal
biosynthetic pathway.
Proc. R. Soc. Lond. B. Biol. Sci. 248 (1992) 283-9.
Streptomyces lipmanii |
Reference Authors Title
Journal
|
4
Yeh, W.K., Ghag, S.K. and Queener, S.W.
Enzymes for epimerization of isopenicillin N, ring expansion of
penicillin N, and 3'-hydroxylation of deacetoxycephalosporin C.
Function, evolution, refolding, and enzyme engineering.
Ann. N.Y. Acad. Sci. 672 (1992) 396-408. |
| Other DBs |
ExplorEnz - The Enzyme Database: 5.1.1.17
IUBMB Enzyme Nomenclature: 5.1.1.17
ExPASy - ENZYME nomenclature database: 5.1.1.17
BRENDA, the Enzyme Database: 5.1.1.17
CAS: 88201-43-8 |