KEGG   ENZYME: 1.14.18.2
Entry
EC 1.14.18.2                Enzyme                                 
Name
CMP-N-acetylneuraminate monooxygenase;
CMP-N-acetylneuraminic acid hydroxylase;
CMP-Neu5Ac hydroxylase;
cytidine monophosphoacetylneuraminate monooxygenase;
N-acetylneuraminic monooxygenase;
cytidine-5'-monophosphate-N-acetylneuraminic acid hydroxylase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With another compound as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
CMP-N-acetylneuraminate,ferrocytochrome-b5:oxygen oxidoreductase (N-acetyl-hydroxylating)
Reaction(IUBMB)
CMP-N-acetylneuraminate + 2 ferrocytochrome b5 + O2 + 2 H+ = CMP-N-glycoloylneuraminate + 2 ferricytochrome b5 + H2O [RN:R01115]
Reaction(KEGG)
R01115;
(other) R01803
Substrate
CMP-N-acetylneuraminate [CPD:C00128];
ferrocytochrome b5 [CPD:C00999];
O2 [CPD:C00007];
H+ [CPD:C00080]
Product
CMP-N-glycoloylneuraminate [CPD:C03691];
ferricytochrome b5 [CPD:C00996];
H2O [CPD:C00001]
Comment
This enzyme contains both a Rieske-type [2Fe-2S] cluster and a second iron site. The ferricytochrome b5 produced is reduced by NADH and cytochrome-b5 reductase (EC 1.6.2.2). The enzyme can be activated by Fe2+ or Fe3+.
History
EC 1.14.18.2 created 1992 as EC 1.14.13.45, transferred 2003 to EC 1.14.18.2
Pathway
ec00520  Amino sugar and nucleotide sugar metabolism
Orthology
K08080  CMP-N-acetylneuraminate monooxygenase
Genes
PTR450121(CMAH)
PPS100978297(CMAH)
GGO101153123(CMAH)
PON100450703(CMAH)
NLE100581695
HMH116460244
MCC574186(CMAH)
MCF102142214
MTHB126952976
MNI105482555
CSAB103222034
CATY105572634
PANU101007063
TGE112622349
MLEU105529357
RRO104663792
RBB108533655
TFN117086820
PTEH111541089
CANG105526719
CSYR103253452
MMUR105858327
LCAT123638344
PCOQ105805732
OGA100944927
MMU12763(Cmah)
MCAL110307606
MPAH110333859
RNO361245(Cmahp)
MCOC116081601
ANU117712754 117713908
MUN110551070
CGE100689391(Cmah)
MAUA101827296
PROB127229393
PLEU114700822
MORG121433947
MFOT126501495
AAMP119817400
NGI103745175
HGL101718101
CPOC100712642
CCAN109687273
DORD105999993
DSP122111107
PLOP125352960
NCAR124988806
MMMA107149301
OCU100350827
OPI101520931
TUP102469254
GVR103608483
CFA488248
CLUD112657055
VVP112920491
VLG121499534
NPO129508061
AML100468655
UMR103665030
UAH113264322
UAR123794250
FCA100750220(CMAH)
PYU121020562
PCOO112853426
PBG122489153
LRUF124528930
PTG102967256
PPAD109252732
PUC125939303
AJU106968428
HHV120219835
BTA537017(CMAH)
BOM102272785
BIU109577194
BBUB102411578
BBIS104991105
CHX102189920 108635102
OAS101106806
BTAX128055517
ODA120870319
CCAD122429743
MBEZ129543526
SSC396918(CMAH)
CFR102517286
CBAI105084186
CDK105089138
VPC102537513 102543121
BACU102997685
LVE103073783
OOR101281745
DLE111168554
PCAD102977564
PSIU116761533
NASI112404125
ECB100067842
EPZ103541420
EAI106837858
DRO112313605
SHON118990669
AJM119054965
PDIC114489509
PHAS123833517
PPAM129063924
PALE102894513
PGIG120598328
PVP105306888
RAY107508867
MJV108392748
TOD119253514
SARA101540492
LAV104846471
TMU101341508
ETF101653591
DNM101434737
MDO100024047
GAS123231816
SHR100929712
AFZ127544097
PCW110208732
ACS100560576
ASAO132773477
PVT110072915
SUND121928736
VKO123021522
PMUA114601366
PRAF128417703
HCG128324957
STOW125439420
EMC129333791
XLA379989(cmahp.L)
XTR100216283(cmahp)
NPR108786896
RTEM120940782 120940783
BBUF121002189 121002190
BGAR122931557 122938794 122939448
MUO115476024
GSH117355695
DRE431739(cmah)
SRX107707959 107729160
SANH107656456 107658750
SGH107555874 107590555
CCAR109063653 109102374
CAUA113048495 113059734
CGIB127956500 127979083
PTET122342737(cmah)
LROH127163864 127163865
OMC131538560(cmah)
PPRM120471052(cmah)
RKG130080104 130080105
MAMB125244634(cmah)
CIDE127511545 127511546
MASI127435451 127436525
TROS130547845(cmah) 130550021
TDW130421229(cmah)
MANU129432719 129432720(cmah)
IPU108279485(cmah)
PHYP113535028
AMEX103035192
CMAO118812184(cmah)
TRU115246491 115246687 777967
TFS130520803(cmah)
TNGGSTEN00005973G001
LCO109138214
TBEN117483221(cmah)
CGOB115028374
PGEO117439043(cmah)
GACU117551232 117551235
EMAC134879354(cmah)
EFO125883209(cmah)
PLEP121961711(cmah)
SLUC116054709(cmah)
ECRA117940022(cmah)
ESP116686165
PFLV114549852
GAT120817747 120817945
PPUG119211029(cmah)
AFB129112854(cmah)
CLUM117726052(cmah)
PSWI130191125(cmah)
MSAM119918133 119918134 119918437
SCHU122871635(cmah)
CUD121505194(cmah)
ALAT119032359(cmah)
MZE101466628 101476433
ONL100691852
OAU116312123 116331606
OML112140010(cmah)
XMA102224063 102230600
XCO114161041 114161257
XHE116736619
PRET103459632
PLAI106957904
PMEI106912120
PPRL129376234(cmah)
CVG107099834
CTUL119798180(cmah)
GMU124883105 124883407
NFU107374035
ALIM106522556
NWH119428047(cmah)
BPEC110172371
BSPL114862045(cmah)
SJO128385364(cmah)
SASA106604887 106609768 106609788
STRU115180355 115199149
OTW112214917(cmah) 121845873
OMY110499771 110499779 110499782 110500969 110500972 110518324
OGO123994502(cmah)
ONE115125015
OKI109876981 109876982 116363549
OKE118370425
SALP112077024
SNH120049174(cmah)
CCLU121543913
SFM108936309
PKI111856660
AANG118220432 118221204 118221926 118221927
LOC102695321
PSPA121320871(cmah)
ARUT117973014
LCM102366592
BFO118410108 118418888 118420159 118424237 118430247
BBEL109465764 109470655 109473073 109477656 109487371
SPU586677
LPIC129273945 129274958
APLC110979354 110986734
AJC117102736
SKO100367349
OTAOT_ostta19g00610
MISMICPUN_53233
PMOBHG718_03810
PPHRAPZ00_22700
HFEHFELIS_01840 HFELIS_09990
HBIHBZC1_05440
HCMHCD_04105
HHMBN341_7020
HBLXJ32_10870
HAILASB7_01970
LYSLBYS11_03285
MPROBJP34_15965
NKRNKOR_00480
 » show all
Reference
1  [PMID:3202954]
  Authors
Shaw L, Schauer R.
  Title
The biosynthesis of N-glycoloylneuraminic acid occurs by hydroxylation of the CMP-glycoside of N-acetylneuraminic acid.
  Journal
Biol Chem Hoppe Seyler 369:477-86 (1988)
DOI:10.1515/bchm3.1988.369.1.477
Reference
2  [PMID:1964451]
  Authors
Kozutsumi Y, Kawano T, Yamakawa T, Suzuki A.
  Title
Participation of cytochrome b5 in CMP-N-acetylneuraminic acid hydroxylation in mouse liver cytosol.
  Journal
J Biochem (Tokyo) 108:704-6 (1990)
DOI:10.1093/oxfordjournals.jbchem.a123268
Reference
3  [PMID:7841794]
  Authors
Schneckenburger P, Shaw L, Schauer R.
  Title
Purification, characterization and reconstitution of CMP-N-acetylneuraminate hydroxylase from mouse liver.
  Journal
Glycoconj J 11:194-203 (1994)
DOI:10.1007/bf00731218
Reference
4  [PMID:7608218]
  Authors
Kawano T, Koyama S, Takematsu H, Kozutsumi Y, Kawasaki H, Kawashima S, Kawasaki T, Suzuki A
  Title
Molecular cloning of cytidine monophospho-N-acetylneuraminic acid hydroxylase. Regulation of species- and tissue-specific expression of N-glycolylneuraminic acid.
  Journal
J Biol Chem 270:16458-63 (1995)
DOI:10.1074/jbc.270.27.16458
  Sequence
[mmu:12763]
Reference
5  [PMID:8647250]
  Authors
Schlenzka W, Shaw L, Kelm S, Schmidt CL, Bill E, Trautwein AX, Lottspeich F, Schauer R.
  Title
CMP-N-acetylneuraminic acid hydroxylase: the first cytosolic Rieske iron-sulphur protein to be described in Eukarya.
  Journal
FEBS Lett 385:197-200 (1996)
DOI:10.1016/0014-5793(96)00384-5
  Sequence
[ssc:396918]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.18.2
IUBMB Enzyme Nomenclature: 1.14.18.2
ExPASy - ENZYME nomenclature database: 1.14.18.2
BRENDA, the Enzyme Database: 1.14.18.2
CAS: 116036-67-0

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