KEGG   ENZYME: 3.2.1.183
Entry
EC 3.2.1.183                Enzyme                                 
Name
UDP-N-acetylglucosamine 2-epimerase (hydrolysing);
UDP-N-acetylglucosamine 2-epimerase (ambiguous);
GNE (gene name);
siaA (gene name);
neuC (gene name)
Class
Hydrolases;
Glycosylases;
Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
Sysname
UDP-N-acetyl-alpha-D-glucosamine hydrolase (2-epimerising)
Reaction(IUBMB)
UDP-N-acetyl-alpha-D-glucosamine + H2O = N-acetyl-D-mannosamine + UDP [RN:R00414]
Reaction(KEGG)
R00414
Substrate
UDP-N-acetyl-alpha-D-glucosamine [CPD:C00043];
H2O [CPD:C00001]
Product
N-acetyl-D-mannosamine [CPD:C00645];
UDP [CPD:C00015]
Comment
The enzyme is found in mammalian liver, as well as in some pathogenic bacteria including Neisseria meningitidis and Staphylococcus aureus. It catalyses the first step of sialic acid (N-acetylneuraminic acid) biosynthesis. The initial product formed is the alpha anomer, which rapidly mutarotates to a mixture of anomers [2]. The mammalian enzyme is bifunctional and also catalyses EC 2.7.1.60, N-acetylmannosamine kinase.
cf. EC 5.1.3.14, UDP-N-acetylglucosamine 2-epimerase (non-hydrolysing).
History
EC 3.2.1.183 created 2012
Pathway
ec00520  Amino sugar and nucleotide sugar metabolism
ec00541  O-Antigen nucleotide sugar biosynthesis
ec01100  Metabolic pathways
Orthology
K08068  UDP-N-acetylglucosamine 2-epimerase (hydrolysing)
K12409  bifunctional UDP-N-acetylglucosamine 2-epimerase / N-acetylmannosamine kinase
K24257  UDP-N-acetylglucosamine 2-epimerase (hydrolysing)
Genes
HSA10020(GNE)
PTR465094(GNE)
PPS100967642(GNE)
GGO101152306(GNE)
PON100171416(GNE)
NLE100589824(GNE)
MCC693525(GNE)
MCF102125411(GNE)
MTHB126938036
CSAB103219192(GNE)
CATY105598144(GNE)
PANU101010073(GNE)
TGE112608700(GNE)
RRO104667504(GNE)
RBB108542566(GNE)
TFN117098986(GNE)
PTEH111536746(GNE)
CJC100414213(GNE)
SBQ101043530(GNE)
CSYR103265267(GNE)
MMUR105874285(GNE)
LCAT123646130(GNE)
OGA100967144(GNE)
MMU50798(Gne)
MCAL110292565(Gne)
MPAH110338653(Gne)
RNO114711(Gne)
MCOC116095921(Gne)
MUN110553818(Gne)
CGE100689450(Gne)
MAUA101825421(Gne)
PLEU114710578(Gne)
MORG121458301(Gne)
MFOT126509927
AAMP119825908(Gne)
NGI103745730(Gne)
HGL101705910(Gne)
CPOC100731383(Gne)
CCAN109686839(Gne)
DORD105993415(Gne)
DSP122123822(Gne)
NCAR124964247
OCU100340455(GNE)
OPI101516977(GNE)
TUP102487203(GNE)
CFA481607(GNE)
CLUD112649779(GNE)
VVP112930761(GNE)
VLG121495297(GNE)
AML100481169(GNE)
UMR103678471(GNE)
UAH113260452(GNE)
UAR123781045(GNE)
ELK111145613
LLV125083210
MPUF101692212(GNE)
ORO101365550(GNE)
EJU114213520(GNE)
ZCA113934382(GNE)
MLX118017947(GNE)
NSU110581892(GNE)
FCA101098411(GNE)
PYU121034667(GNE)
PBG122474871(GNE)
LRUF124501832
PTG102970000(GNE)
PPAD109270143(GNE)
AJU106981290(GNE)
HHV120233505(GNE)
BTA782201(GNE)
BOM102283832(GNE)
BIU109563033(GNE)
BBUB102389724(GNE)
CHX102185360(GNE)
OAS101110735(GNE)
ODA120882680(GNE)
CCAD122453287(GNE)
SSC641344(GNE)
CFR102519815(GNE)
CBAI105067351(GNE)
CDK105102271(GNE)
VPC102537717(GNE)
BACU103005913(GNE)
LVE103091290(GNE)
OOR101276513(GNE)
DLE111188102(GNE)
PCAD102992566(GNE)
PSIU116755092(GNE)
ECB100067216(GNE)
EPZ103564407(GNE)
EAI106826848(GNE)
MYB102260594(GNE)
MYD102758800(GNE)
MMYO118667317(GNE)
MLF102419867(GNE)
MNA107544913(GNE)
PKL118716325(GNE)
HAI109393773(GNE)
DRO112304599(GNE)
SHON118979592(GNE)
AJM119048758(GNE)
PDIC114494365(GNE)
PHAS123819964(GNE)
MMF118629733(GNE)
RFQ117032175(GNE)
PALE102889987(GNE)
PGIG120598059(GNE)
PVP105296274(GNE)
RAY107502823(GNE)
MJV108404984(GNE)
TOD119232808(GNE)
SARA101538698
LAV100654579(GNE)
TMU101346980
DNM101419183(GNE)
MDO100017383(GNE)
GAS123234985(GNE)
SHR100922969(GNE)
PCW110220552(GNE)
OAA100075502(GNE)
GGA427285(GNE)
PCOC116240072(GNE)
MGP100541275(GNE)
CJO107306391(GNE)
NMEL110389421(GNE)
APLA101793177(GNE)
ACYG106046482(GNE)
AFUL116501011(GNE)
TGU100226686(GNE)
LSR110472305(GNE)
SCAN103821219(GNE)
PMOA120509491(GNE)
OTC121334700(GNE)
PRUF121355735(GNE)
GFR102037239(GNE)
FAB101817440(GNE)
PHI102107864(GNE)
PMAJ107216215(GNE)
CCAE111940925(GNE)
CCW104689767(GNE)
CBRC103616383(GNE)
ETL114056940(GNE)
ZAB102065100(GNE)
ACHL103811099(GNE)
FPG101922061(GNE)
FCH102054128(GNE)
CLV102088553(GNE)
EGZ104122509(GNE)
NNI104014062(GNE)
PLET104620096(GNE)
PCRI104024025(GNE)
ACUN113489984(GNE)
TALA104355506(GNE)
PADL103923237(GNE)
AFOR103896116(GNE)
ACHC115337028(GNE)
HALD104311348(GNE)
CCRI104158365(GNE)
CSTI104564143(GNE)
EHS104506085(GNE)
CMAC104476212
MUI104541040(GNE)
FGA104084273(GNE)
GSTE104264212(GNE)
LDI104347190(GNE)
MNB103771013(GNE)
OHA104331293(GNE)
NNT104413666(GNE)
DPUB104304860(GNE)
PGUU104457592(GNE)
ACAR104525696(GNE)
AVIT104278137(GNE)
CVF104295332(GNE)
AAM106487477(GNE)
AROW112968982(GNE)
NPD112946271(GNE)
TGT104577696(GNE)
DNE112982745(GNE)
SCAM104151901(GNE)
ASN102386832(GNE)
AMJ102560703(GNE)
CPOO109323548(GNE)
PSS102453785(GNE)
CMY102934295(GNE)
CPIC101938688(GNE)
TST117878843(GNE)
CABI116832499(GNE)
MRV120408152(GNE)
ACS100554566(gne)
PVT110070094 110077833(GNE)
SUND121922067(GNE)
PBI103050956(GNE)
PMUR107293128(GNE)
CTIG120308565(GNE)
TSR106556779(GNE)
PGUT117661672(GNE)
VKO123030193(GNE)
PMUA114587739(GNE)
ZVI118097722(GNE)
GJA107122993(GNE)
STOW125436394(GNE)
XLA108703722(gne.S) 108713394(gne.L)
XTR780185(gne)
NPR108783774(GNE)
RTEM120946964(GNE)
BBUF120989336(GNE)
BGAR122931704(GNE)
DRE393857(gne)
SRX107723184 107758846
SANH107665959 107692604
SGH107557951 107576137
CCAR109090612(gne)
CAUA113044323 113105655
PPRM120478304(gne)
MAMB125272476(gne)
IPU108260684(gne)
PHYP113525058(gne)
SMEO124381239(gne)
TFD113635349(gne)
AMEX103023045(gne)
EEE113568449(gne)
TRU778010(gne)
TNGGSTEN00033530G001
LCO109138649(gne)
CGOB115010192(gne)
ELY117255161(gne)
EFO125885912(gne)
PLEP121941973(gne)
SLUC116042885(gne)
ECRA117958336(gne)
ESP116698211(gne)
PFLV114572183(gne)
GAT120825172(gne)
PPUG119217580(gne)
MSAM119899371(gne)
CUD121508197(gne) 121508704
ALAT119017552(gne)
MZE101481972(gne)
ONL100694518(gne)
OAU116313305(gne)
OLA101166451(gne)
OML112137366(gne)
XMA102234197(gne)
XCO114144860(gne)
XHE116720160(gne)
PRET103468187(gne)
PFOR103148745(gne)
PLAI106959210(gne)
PMEI106905473(gne)
GAF122829778(gne)
CVG107083439(gne)
CTUL119787121(gne)
GMU124868010(gne)
NFU107390962(gne)
KMR108241497(gne)
ALIM106528332(gne)
NWH119422385(gne)
AOCE111575015(gne)
MCEP125004295(gne)
CSEM103384128(gne)
POV109627674(gne)
SSEN122760387 122771022(gne)
HHIP117769603(gne)
HSP118117219(gne)
LCF108885364
SDU111229391(gne)
SLAL111659712(gne)
XGL120800274(gne)
HCQ109519805(gne)
BPEC110166180(gne)
MALB109970705(gne)
BSPL114852873(gne)
SASA106602595 106609886
STRU115191847 115202183
OTW112231842 112245000
OMY110498664 110534456(gne)
OGO124001482 124012377(gne)
ONE115137365
SALP111971595 112068287
SNH120034994(gne) 120052903
CCLU121535759(gne)
ELS105022904(gne)
SFM108938829(gne)
PKI111835493(gne)
AANG118227328(gne) 118231256
LOC102687010(gne)
PSPA121319312(gne)
ARUT117408557 117421398
LCM102354276(GNE)
CMK103177634(gne)
RTP109919025(gne)
BFO118413467 118416361
BBEL109474908 109478571
SPU590539
APLC110979892
SKO100367992
MISMICPUN_64942
ECOOECRM13514_2760(nnaA)
ECOHECRM13516_2628(nnaA)
ESLO3K_09240
ESOO3O_16380
ESMO3M_09205
ECKEC55989_2293
ECVAPECO1_3473(neuC)
ECMEcSMS35_3230(neuC)
ECTECIAI39_3441(neuC)
EOCCE10_3479(neuC)
ECIUTI89_C3370(neuC)
EIHECOK1_3367(neuC)
ECZECS88_3328(neuC)
ELUUM146_01630
ECOIECOPMV1_03250(neuC)
SBZA464_2220
SBVN643_09305
PTTVY86_07620
EICNT01EI_1318
ETRETAE_1209(neuC)
ETDETAF_1124
ETEETEE_3153(wecB)
ETCETAC_05755
EDWQY76_14230
EDLAAZ33_06225(neuC)
EHOA9798_10685
LRINCTC12151_01028(neuC)
HPRPARA_02830(nnaA)
MHTD648_18120(neuC)
MHQD650_8040(neuC)
MHATB824_18200(neuC)
MHXMHH_c26650(nnaA)
MHAEF382_04080
MHAMJ450_03110
MHAOJ451_04320
MHALN220_10180
MHAQWC39_04025
MHAYVK67_04025
MVRX781_6010
MVIX808_15550
MVGX874_14490
MVEX875_5530
MGRAA4G16_01270
MBOSICJ55_05345(neuC)
ASIASU2_01195 ASU2_10555
ASSASU1_01200
AEUACEE_01055
ADPNCTC12871_01318(neuC)
APAGEIA51_04600(neuC)
RPNENCTC8284_01160(neuC_1)
RHEYFEE42_11170(neuC)
VOWA9237_07150
VNLD3H41_01130(neuC)
VSAVSAL_I3013(neuC)
PGBH744_2c2920
MBOIDQF64_00680(neuC)
SBKSHEWBE_0695(siaA)
ILOIL0520(siaA)
ILIK734_02605
FESHER31_10790(neuC)
MVSMVIS_3781
CEGD0C16_04760(neuC)
NMENMB0070(synX)
NMPNMBB_0074
NMHNMBH4476_0070
NMDNMBG2136_0073
NMMNMBM01240149_0069
NMSNMBM01240355_0072
NMQNMBM04240196_0080(siaA)
NMZNMBNZ0533_0076(siaA)
NMCNMC0054(sacA)
NMNNMCC_0078(synX)
NMTNMV_0071(siaA)
NWESAMEA3174300_1368(synX)
NBLGJV52_06955(neuC)
SMURBWP33_01875
RPJN234_26955
BPSIIX83_06865
HYRBSY239_2564(neuC)
HHQHPSH169_04330
HHRHPSH417_04100
HPTHPSAT_02530
HEPHPPN120_04180
HEUHPPN135_04160
HPYKHPAKL86_02820
HACHac_1270(neuC)
HFEHFELIS_02730
HBIHBZC1_02540
HCEHCW_07300
HCMHCD_01690
HBLXJ32_01825
HETBBW65_04555
HCLNCTC13205_00837(neuC)
SULGFJR48_00815(neuC)
CJECj1142(neuC1)
CJBBN148_1142(neuC1)
CJJCJJ81176_1159
CJUC8J_1338
CJICJSA_1084(neuC1)
CJPA911_05535
CJEJN564_01108
CJEUN565_01151
CJENN755_01146
CJEIN135_01179
CJYQZ67_01220(siaA)
CJLPJ17_05845
CJWPJ18_05660
CJZM635_01410
CCOLBN865_09880c
CCYYSS_06170 YSS_07640
CISCINS_1204(neuC)
CSMCSUB8521_1426(neuC)
CAVICAV_0274(neuC)
CHWA2J15_001220(neuC)
CUXCUP3940_0881(neuC)
CBLACBLAS_1485(neuC)
CMUCCMCT_1131(neuC)
CNVCNZW441b_1142(neuC)
SBASulba_1895
ABLA7H1H_1747
ALKALEK_0979
GSUBKP001_18460(neuC)
GPLM1B72_01990(neuC)
DVMDvMF_1846
DDEDde_3255
DHYDESAM_21180
DSFUWK_03119
DBKDGMP_13670(neuC)
SMERDU99_30360
SIXBSY16_2626(neuC)
SAMESAMCFNEI73_pC1684
PPHRAPZ00_22690
OTMOSB_23420(siaA)
OCTFTO60_12830(neuC)
RCPRCAP_rcc02964(webC)
RBLB6K69_05250
PTPRCA23_c08960(wecB)
DONBSK21_04545
LVSLOKVESSMR4R_00716(siaA)
TAWEI545_04040(neuC)
HMLHmaOT1_13645(neuC)
PSEBEOK75_02950(neuC)
PAMOBAR1_13860(neuC)
RBZB9057_08950
ECOGFIV45_02380(neuC)
OCNCUC15_16535(neuC)
LPAKGDS87_03425(neuC)
BVJI5776_04790(neuC)
SIVSSIL_3275
SAGSAG1160(neuC)
SANneuC
SAKSAK_1249(neuC)
SGCA964_1133(wecB)
SAGSSaSA20_0982(neuC)
SAGLGBS222_0992(neuC)
SAGMBSA_12380
SAGIMSA_12800
SAGRSAIL_12800
SAGPV193_05420
SAGCDN94_05420
SAGTGBSCOH1_1066
SAGEEN72_06450
SAGGEN73_05985
SAGNW903_1243(neuC)
SSBSSUBM407_1279(neuC)
SSUSSU05_0579
SSVSSU98_0583
SSISSU0536(neuC)
SSSSSUSC84_0518(neuC)
SSFSSUA7_0539
SSWSSGZ1_0572
SUPYYK_02540
SSUSNJAUSS_0544
SUISSUJS14_0543
SUOSSU12_0540
SRPSSUST1_1226
SSUTTL13_1187(neuC)
SSUIT15_1400(wecB)
SRQSR187_6420
AUHAWM75_07810
HHWNCTC503_01054(neuC)
RGNRGna_11995(neuC)
SINTK5I26_06375(neuC)
PSORRSJ16_13960
COBCOB47_0922
TURAT726_03455
NPCKUV85_15590(neuC)
GOBGobs_4333
PSUFA1sIA56_00120
AYMYM304_30300(neuC)
SYNWSynWH8103_00492(neuC)
PMENATL1_08731
FNTHMPREF0405_00113
FVAFV113G1_31680
PBYL6471_06310(neuC)
AITAI2BBH_P060(neuC)
ASXCDL62_03675(neuC)
ALMAO498_13970
FPSFP1255(neuC)
FPCFPSM_02166
FPYFPG101_10855
FPOFPG3_03205
FPQIB65_05910
FPVIA03_06015
FPWIA04_05920
FPKIA06_05955
FJOFjoh_0304
FKIFK004_09135
FSNGS03_01395(siaA)
FFLHYN86_01535(neuC)
FSDLXD69_00560(neuC)
FCBLOS89_02805(neuC)
FPBNLJ00_01820(neuC)
LANLacal_0113
LACICW733_07990(neuC)
POLABXQ17_03860
POACW731_03485(neuC)
PPECH9W90_03850(neuC)
PUNNQP51_04910(neuC)
WINWPG_0169
WIJBWZ20_04180
AHZAPS56_05275
TENLPB136_04680
SMISLDL76_01755(neuC)
OAQDZC78_14810(neuC)
FEKC1H87_05355(neuC)
MARFCJ739_164
PSYNE9099_01275(neuC)
LPALLDL79_03605(neuC)
PROCPtc2401_00367(siaA)
TAHSU86_007045
 » show all
Reference
1  [PMID:9305888]
  Authors
Stasche R, Hinderlich S, Weise C, Effertz K, Lucka L, Moormann P, Reutter W
  Title
A bifunctional enzyme catalyzes the first two steps in N-acetylneuraminic acid biosynthesis of rat liver. Molecular cloning and functional expression of UDP-N-acetyl-glucosamine 2-epimerase/N-acetylmannosamine kinase.
  Journal
J Biol Chem 272:24319-24 (1997)
DOI:10.1074/jbc.272.39.24319
  Sequence
[rno:114711]
Reference
2  [PMID:12603133]
  Authors
Chou WK, Hinderlich S, Reutter W, Tanner ME
  Title
Sialic acid biosynthesis: stereochemistry and mechanism of the reaction catalyzed by the mammalian UDP-N-acetylglucosamine 2-epimerase.
  Journal
J Am Chem Soc 125:2455-61 (2003)
DOI:10.1021/ja021309g
Reference
3  [PMID:15135418]
  Authors
Blume A, Ghaderi D, Liebich V, Hinderlich S, Donner P, Reutter W, Lucka L
  Title
UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase, functionally expressed in and purified from Escherichia coli, yeast, and insect cells.
  Journal
Protein Expr Purif 35:387-96 (2004)
DOI:10.1016/j.pep.2004.02.013
Reference
4  [PMID:15518580]
  Authors
Murkin AS, Chou WK, Wakarchuk WW, Tanner ME
  Title
Identification and mechanism of a bacterial hydrolyzing UDP-N-acetylglucosamine 2-epimerase.
  Journal
Biochemistry 43:14290-8 (2004)
DOI:10.1021/bi048606d
  Sequence
[nme:NMB0070]
Other DBs
ExplorEnz - The Enzyme Database: 3.2.1.183
IUBMB Enzyme Nomenclature: 3.2.1.183
ExPASy - ENZYME nomenclature database: 3.2.1.183
BRENDA, the Enzyme Database: 3.2.1.183

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