KEGG   ENZYME: 5.1.1.17Help
Entry
EC 5.1.1.17                 Enzyme                                 

Name
isopenicillin-N epimerase
Class
Isomerases;
Racemases and epimerases;
Acting on amino acids and derivatives
BRITE hierarchy
Sysname
penicillin-N 5-amino-5-carboxypentanoyl-epimerase
Reaction(IUBMB)
isopenicillin N = penicillin N [RN:R04147]
Reaction(KEGG)
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).
History
EC 5.1.1.17 created 2002
Pathway
ec00311  Penicillin and cephalosporin biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K04127  isopenicillin-N epimerase
Genes
XCC: XCC1212(nifS)
XCB: XC_3030
XCA: xcc-b100_3093(cefD)
XCP: XCR_1454
XAX: XACM_1285
XPE: BJD13_10100
RSO: RSp0696
RSC: RCFBP_10279
RSL: RPSI07_mp0854(cefD)
RSN: RSPO_c00320(cefD)
BMA: BMAA0692
BMAL: DM55_4745
BMAE: DM78_3245
BMAQ: DM76_3699
BMAI: DM57_12105
BMAF: DM51_4398
BMAZ: BM44_4735
BMAB: BM45_4997
BPS: BPSS0826
BPM: BURPS1710b_A2417(cefD)
BPL: BURPS1106A_A1140(cefD)
BPSE: BDL_4112
BPSM: BBQ_5312
BPSU: BBN_4284
BPSD: BBX_5952
BPK: BBK_3615
BPSH: DR55_4511
BPSA: BBU_5206
BPSO: X996_4060
BUT: X994_3738
BTD: BTI_5642
BUL: BW21_5329
RGE: RGE_38680
MXA: MXAN_5758(cefD)
CCX: COCOR_06250(cefD)
SUR: STAUR_6423(cefD)
SCL: sce8130
BBA: Bd2034
BBAT: Bdt_2002
BBW: BDW_07330
BBAC: EP01_06195
SGB: WQO_32335
SCT: SCAT_5686(cefD)
SBH: SBI_00921
STRM: M444_06915
SMAL: SMALA_2490
SLAU: SLA_7034
SLX: SLAV_07070(cefD2)
SFK: KY5_0714
ARM: ART_1339
KFL: Kfla_3594
KRA: Krad_0174
MIL: ML5_1645
ASE: ACPL_7270(cefD)
ACTN: L083_6863(cefD)
AFS: AFR_36275
ACTS: ACWT_7140
CAI: Caci_5559
BLN: Blon_1377
BLON: BLIJ_1421
BBRE: B12L_0972
BBRV: B689b_1067
BBRC: B7019_1125
BBRN: B2258_1017
BBRD: BBBR_1001
CYA: CYA_0818(cefD)
CYB: CYB_1874(cefD)
LET: O77CONTIG1_02952(cefD_2)
LBO: LBWT_6690
MAR: MAE_52910
MPK: VL20_1539
CALH: IJ00_06455
RCA: Rcas_3584
CAU: Caur_1659
CAG: Cagg_2502
ATM: ANT_18540
MRB: Mrub_1746
RBA: RB7564(cefD)
PIR: VN12_10170(cefD)
PLM: Plim_1607
PLS: VT03_15840(cefD)
FMR: Fuma_05761(cefD)
GES: VT84_18005(cefD)
IPA: Isop_2866
ABAC: LuPra_04390(cefD_4)
 » show all
Taxonomy
Reference
1  [PMID:2804141]
  Authors
Usui S, Yu CA.
  Title
Purification and properties of isopenicillin N epimerase from Streptomyces clavuligerus.
  Journal
Biochim Biophys Acta 999:78-85 (1989)
DOI:10.1016/0167-4838(89)90033-2
  Sequence
Reference
2
  Authors
Laiz, L., Liras, P., Castro, J.M. and Martin, J.F.
  Title
Purification and characterization of the isopenicillin-N epimerase from Nocardia lactamdurans.
  Journal
J Gen Microbiol 136:663-671 (1990)
Reference
3  [PMID:1354366]
  Authors
Cantwell C, Beckmann R, Whiteman P, Queener SW, Abraham EP.
  Title
Isolation of deacetoxycephalosporin C from fermentation broths of Penicillium chrysogenum transformants: construction of a new fungal biosynthetic pathway.
  Journal
Proc R Soc Lond B Biol Sci 248:283-9 (1992)
DOI:10.1098/rspb.1992.0073
Reference
4
  Authors
Yeh, W.K., Ghag, S.K. and Queener, S.W.
  Title
Enzymes for epimerization of isopenicillin N, ring expansion of penicillin N, and 3'-hydroxylation of deacetoxycephalosporin C. Function, evolution, refolding, and enzyme engineering.
  Journal
Ann NY Acad Sci 672:396-408 (1992)
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

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