KEGG   ENZYME: 3.2.1.183Help
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
BRITE hierarchy
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)
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
Orthology
K08068  UDP-N-acetylglucosamine 2-epimerase (hydrolysing)
K12409  bifunctional UDP-N-acetylglucosamine 2-epimerase / N-acetylmannosamine kinase
Genes
HSA: 10020(GNE)
PTR: 465094(GNE)
PPS: 100967642(GNE)
GGO: 101152306(GNE)
PON: 100171416(GNE)
NLE: 100589824(GNE)
MCC: 693525(GNE)
MCF: 102125411(GNE)
CSAB: 103219192(GNE)
RRO: 104667504(GNE)
RBB: 108542566(GNE)
CJC: 100414213(GNE)
SBQ: 101043530(GNE)
MMU: 50798(Gne)
RNO: 114711(Gne)
CGE: 100689450(Gne)
NGI: 103745730(Gne)
HGL: 101705910(Gne)
CCAN: 109686839(Gne)
OCU: 100340455(GNE)
TUP: 102487203(GNE)
CFA: 481607(GNE)
AML: 100481169(GNE)
UMR: 103678471(GNE)
ORO: 101365550(GNE)
FCA: 101098411(GNE)
PTG: 102970000(GNE)
AJU: 106981290(GNE)
BTA: 782201(GNE)
BOM: 102283832(GNE)
BIU: 109563033(GNE)
PHD: 102342345(GNE)
CHX: 102185360(GNE)
OAS: 101110735(GNE)
SSC: 641344(GNE)
CFR: 102519815(GNE)
CDK: 105102271(GNE)
BACU: 103005913(GNE)
LVE: 103091290(GNE)
OOR: 101276513(GNE)
ECB: 100067216(GNE)
EPZ: 103564407(GNE)
EAI: 106826848(GNE)
MYB: 102260594(GNE)
MYD: 102758800(GNE)
HAI: 109393773(GNE)
RSS: 109446062(GNE)
PALE: 102889987(GNE)
LAV: 100654579(GNE)
TMU: 101346980
MDO: 100017383(GNE)
SHR: 100922969(GNE)
OAA: 100075502(GNE)
GGA: 427285(GNE)
MGP: 100541275(GNE)
CJO: 107306391(GNE)
APLA: 101793177(GNE)
ACYG: 106046482(GNE)
TGU: 100226686(GNE)
GFR: 102034077 102037239(GNE)
FAB: 101817440(GNE)
PHI: 102107864(GNE)
PMAJ: 107216215(GNE)
CCW: 104689767(GNE)
FPG: 101922061(GNE)
FCH: 102054128(GNE)
CLV: 102088553(GNE)
EGZ: 104122509(GNE)
AAM: 106487477(GNE)
ASN: 102386832(GNE)
AMJ: 102560703(GNE)
PSS: 102453785(GNE)
CMY: 102934295(GNE)
CPIC: 101938688(GNE)
ACS: 100554566(gne)
PVT: 110070094 110077833(GNE)
PBI: 103050956(GNE)
GJA: 107122993(GNE)
XLA: 108703722(gne.S) 108713394(gne.L)
XTR: 780185(gne)
NPR: 108783774(GNE)
DRE: 393857(gne)
CCAR: 109090612(gne) 109090651
IPU: 108260684(gne)
AMEX: 103023045(gne)
TRU: 778010(gne)
LCO: 104922374(gne) 109138649
MZE: 101481972(gne)
OLA: 101166451(gne)
XMA: 102234197(gne)
PRET: 103468187(gne)
NFU: 107390962(gne)
CSEM: 103384128(gne)
LCF: 108885364(gne)
HCQ: 109519805(gne)
BPEC: 110166180(gne)
ELS: 105022904(gne)
SFM: 108938829(gne)
LCM: 102354276(GNE)
CMK: 103177634(gne)
SPU: 590539(gne)
APLC: 110979892
SKO: 100367992
MBOI: DQF64_00680(neuC)
ILO: IL0520(siaA)
MVS: MVIS_3781
NME: NMB0070(synX)
NMP: NMBB_0074
NMQ: NMBM04240196_0080(siaA)
NMZ: NMBNZ0533_0076(siaA)
NMA: NMA0199
NMW: NMAA_1899(sacA)
NMC: NMC0054(sacA)
NMN: NMCC_0078(synX)
NMT: NMV_0071(siaA)
NWE: SAMEA3174300_1368(synX)
RSO: RSp0510(epsC2)
RSL: RPSI07_mp0439(wecB)
RSN: RSPO_m00345(epsC2)
RSM: CMR15_mp10486(wecB)
RSE: F504_3859
RPI: Rpic_4693
CNC: CNE_1c29640(wecB2)
BPS: BPSS2016(wecB)
BPSE: BDL_5436
BPSM: BBQ_4107
BPSU: BBN_5489
BPSD: BBX_4603
BPZ: BP1026B_II2167(wecB)
BPK: BBK_4765
BPSH: DR55_5708
BPSA: BBU_3985
BPSO: X996_5512
BUT: X994_5070
BTE: BTH_II0340(wecB)
BTQ: BTQ_3635
BTJ: BTJ_4671
BTZ: BTL_5459
BTD: BTI_4980
BTV: BTHA_4744
BTHE: BTN_5129
BTHM: BTRA_5398
BTHA: DR62_5259
BTHL: BG87_5465
BOK: DM82_6313
BOC: BG90_4360
BCN: Bcen_0854
BCJ: BCAL1328(wecB)
BCEW: DM40_3755
BCEO: I35_1223(wecB)
BAM: Bamb_5473
BCT: GEM_5019
BCED: DM42_381
BDL: AK34_5464
BCON: NL30_09000
BLAT: WK25_21345
BTEI: WS51_02205
BSEM: WJ12_06560
BMEC: WJ16_06345
BSTG: WT74_00220
BUK: MYA_3519
BUL: BW21_4509
BPSI: IX83_06865
HYR: BSY239_2564(neuC)
HAC: Hac_1270(neuC)
HMS: HMU06150
HCE: HCW_07300
HCM: HCD_01690
CJE: Cj1142(neuC1)
CJB: BN148_1142(neuC1)
CJU: C8J_1338
CJI: CJSA_1084(neuC1)
CJEJ: N564_01108
CJEU: N565_01151
CJEN: N755_01146
CJEI: N135_01179
CJY: QZ67_01220(siaA)
CIS: CINS_1204(neuC)
CSM: CSUB8521_1426(neuC)
CAVI: CAV_0274(neuC)
CHW: A2J15_001220(neuC)
DVM: DvMF_1846
DDE: Dde_3255
DSF: UWK_03119
SMER: DU99_30360
SIX: BSY16_2626(neuC)
RCP: RCAP_rcc02964(webC)
OTM: OSB_23420(siaA)
PTP: RCA23_c08960(wecB)
LVS: LOKVESSMR4R_00716(siaA)
OCN: CUC15_16535(neuC)
SIV: SSIL_3275
GOB: Gobs_4333
AYM: YM304_30300(neuC)
SYNW: SynWH8103_00492(neuC)
ASX: CDL62_03675(neuC)
FJO: Fjoh_0304
FPS: FP1255(neuC)
LACI: CW733_07990(neuC)
POA: CW731_03485(neuC)
WIN: WPG_0169
OAQ: DZC78_14810(neuC)
FEK: C1H87_05355(neuC)
MARF: CJ739_164
PROC: Ptc2401_00367(siaA)
 » show all
Taxonomy
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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