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
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: 
GGO: 
PON: 
NLE: 
MCC: 
693525(GNE)
MCF: 
RRO: 
CJC: 
MMU: 
50798(Gne)
RNO: 
114711(Gne)
CGE: 
NGI: 
HGL: 
OCU: 
TUP: 
CFA: 
481607(GNE)
AML: 
UMR: 
FCA: 
PTG: 
BTA: 
782201(GNE)
BOM: 
PHD: 
CHX: 
OAS: 
SSC: 
641344(GNE)
CFR: 
BACU: 
LVE: 
ECB: 
MYB: 
MYD: 
PALE: 
MDO: 
SHR: 
OAA: 
GGA: 
427285(GNE)
MGP: 
CJO: 
APLA: 
TGU: 
GFR: 
FAB: 
PHI: 
CCW: 
FPG: 
FCH: 
CLV: 
AAM: 
ASN: 
AMJ: 
PSS: 
CMY: 
ACS: 
PBI: 
GJA: 
XTR: 
780185(gne)
DRE: 
393857(gne)
TRU: 
778010(gne)
MZE: 
OLA: 
XMA: 
LCM: 
CMK: 
BFO: 
SPU: 
590539(gne)
SKO: 
MIS: 
ILO: 
IL0520(siaA)
ILI: 
MVS: 
NMA: 
NME: 
NMB0070(synX)
NMP: 
NMH: 
NMC: 
NMC0054(sacA)
NMN: 
NMCC_0078(synX)
NMT: 
NMV_0071(siaA)
NMD: 
NMM: 
NMS: 
NMQ: 
NMW: 
NMAA_1899(sacA)
NMZ: 
RSO: 
RSp0510(epsC2)
RSL: 
RSN: 
RSM: 
RSE: 
RPI: 
RPF: 
RPJ: 
RMN: 
CNC: 
BPS: 
BPSS2016(wecB)
BPM: 
BPL: 
BPD: 
BPSE: 
BPSM: 
BPSU: 
BPSD: 
BPZ: 
BPQ: 
BPK: 
BPSH: 
BPSA: 
BPSO: 
BUT: 
BTE: 
BTQ: 
BTJ: 
BTZ: 
BTD: 
BTV: 
BTHE: 
BTHM: 
BTHA: 
BTHL: 
BOK: 
BOC: 
BVI: 
BVE: 
BUR: 
BCN: 
BCH: 
BCM: 
BCJ: 
BCAL1328(wecB)
BCEW: 
BCEO: 
I35_1223(wecB)
BAM: 
BAC: 
BCT: 
BCED: 
BDL: 
BPYR: 
BCON: 
BUK: 
BUL: 
BUB: 
BUD: 
BPSI: 
HHQ: 
HHR: 
HPT: 
HEP: 
HEU: 
HPYK: 
HAC: 
Hac_1270(neuC)
HMS: 
HFE: 
HBI: 
HCE: 
HCM: 
HHM: 
CJE: 
Cj1142(neuC1)
CJB: 
BN148_1142(neuC1)
CJJ: 
CJU: 
CJI: 
CJSA_1084(neuC1)
CJP: 
CJEJ: 
CJEU: 
CJEN: 
CJEI: 
CJY: 
CJL: 
CJW: 
CJZ: 
CCOL: 
CCY: 
CIS: 
CINS_1204(neuC)
CSM: 
ABL: 
SBA: 
DVM: 
DDE: 
DHY: 
DSF: 
SMER: 
RCP: 
OTM: 
OSB_23420(siaA)
PTP: 
PPHR: 
SIV: 
COB: 
TUR: 
GOB: 
AYM: 
PME: 
FJO: 
FPS: 
FP1255(neuC)
FPC: 
FPY: 
FPO: 
FPQ: 
FPV: 
FPW: 
FPK: 
LAN: 
WIN: 
AHZ: 
TAH: 
 » 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 (1997) 24319-24.
  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 (2003) 2455-61.
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 (2004) 387-96.
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 (2004) 14290-8.
  Sequence
[nme:NMB0070]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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