KEGG   ENZYME: 3.2.1.184
Entry
EC 3.2.1.184                Enzyme                                 
Name
UDP-N,N'-diacetylbacillosamine 2-epimerase (hydrolysing);
UDP-Bac2Ac4Ac 2-epimerase;
NeuC
Class
Hydrolases;
Glycosylases;
Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
Sysname
UDP-N,N'-diacetylbacillosamine hydrolase (2-epimerising)
Reaction(IUBMB)
UDP-N,N'-diacetylbacillosamine + H2O = UDP + 2,4-diacetamido-2,4,6-trideoxy-D-mannopyranose [RN:R10187]
Reaction(KEGG)
R10187
Substrate
UDP-N,N'-diacetylbacillosamine [CPD:C20357];
H2O [CPD:C00001]
Product
UDP [CPD:C00015];
2,4-diacetamido-2,4,6-trideoxy-D-mannopyranose [CPD:C20424]
Comment
Requires Mg2+. Involved in biosynthesis of legionaminic acid, a nonulosonate derivative that is incorporated by some bacteria into assorted virulence-associated cell surface glycoconjugates. The initial product formed by the enzyme from Legionella pneumophila, which incorporates legionaminic acid into the O-antigen moiety of its lipopolysaccharide, is 2,4-diacetamido-2,4,6-trideoxy-alpha-D-mannopyranose, which rapidly mutarotates to a mixture of anomers [1]. The enzyme from Campylobacter jejuni, which incorporates legionaminic acid into flagellin, prefers GDP-N,N'-diacetylbacillosamine [2].
History
EC 3.2.1.184 created 2012
Pathway
ec00541  Biosynthesis of various nucleotide sugars
ec01100  Metabolic pathways
Orthology
K18429  GDP/UDP-N,N'-diacetylbacillosamine 2-epimerase (hydrolysing)
Genes
PSOAPSm6_37520
LPNlpg0753
LPHLPV_0879(neuC)
LPOLPO_0834(neuC)
LPULPE509_02458
LPMLP6_0733(neuC)
LPFlpl0790(neuC)
LPPlpp0819(neuC)
LPCLPC_2539(neuC)
LPAlpa_01161
LPElp12_0763
LCDclem_09450
LWASAMEA4504053_1067(neuC)
LANTTUM19329_12810
LCADPXX05_08220(neuC)
GAIIMCC3135_22690
CARIFNU76_04760(neuC)
ACHHABFG95_13975(neuC)
PIGEGT29_04945(neuC)
PAQAK9V56_020870(neuC)
JAJEKL02_02180(neuC)
TINTint_0496
THITHI_0582
METRBSY238_2010(neuC)
ARESIWH25_01420(neuC)
BRAYML401_23085(neuC)
DEIC4375_03850(neuC)
DEAFPZ08_13225(neuC)
DOYJI749_13420(neuC)
DPVACE4RL_17300(neuC)
RBMTEF_17310
BREUFKQ52_02935(neuC)
RPELN7U68_00645(neuC)
BOOE2K80_11710(neuC)
FYTQF092_14220(neuC)
PAEDG5B38_20055(neuC)
FAQG5B39_16695(neuC)
PMASNCF86_12535(neuC)
CJECj1328(neuC2)
CJBBN148_1328(neuC2)
CJICJSA_1264(neuC2)
CJSCJS3_1422(neuC)
CJPA911_06455
CJEJN564_02260
CJEUN565_02350
CJENN755_02410
CJEIN135_01416
CJERH730_07595
CJYQZ67_01464(legG)
CJQUC78_1271(legG)
CJLPJ17_07025
CJWPJ18_06825
CJRCJE1517(neuC)
CJDJJD26997_0381
CJZM635_02335
CJXBN867_13130
CCOLBN865_08090c
CCCG157_02180
CCQN149_1291(legG)
CCFYSQ_02210
CCYYSS_07205
CCOIYSU_02245
CCOFVC76_06665(legG)
CCOOATE51_00908(legG)
CISCINS_1193(legG)
CVOCVOL_1213(legG)
CSMCSUB8521_1416(legG)
CSFCSUB8523_1516(legG)
CHVCHELV3228_1654(legG)
CAVICAV_1242(legG)
COJCORN_1304(legG)
CUXCUP3940_0185(legG)
CARMCARM_1263(legG)
CNVCNZW441b_0375(legG)
CVUCVULP_0184(legG)
DENDACN9ML_19775(neuC)
NLIG3M70_01900(neuC)
NWTNSPWAT_0139
RAXKO561_17080(neuC)
MEKUHUW50_13945(neuC)
FPNABE65_018190
PPYPPE_04400
PTAHPL003_04490
PDUPDUR_25195
PPEOABE82_23140
PAIHASL14_14805
PALOE6C60_3853
PKAPQ456_19780(neuC)
PEZZHW560_08785(neuC)
EFCEFAU004_01371(neuC)
EFAUEFAU085_00959
EFUHMPREF0351_10917(neuC)
CNONT01CX_1785
CBNCbC4_0997
CEUA7L45_12140
CTAGLL095_12330(neuC)
CTHMCFE_2538
LPILLIP_2377
FCZIMF26_04545(neuC)
SYGsync_0169
GBGHYW15_01705(neuC)
METJFZP68_08650(neuC)
MEWMSWAN_1356
MSJMSSAC_2016
MSWMSSIT_2301
MBUMbur_1587
MENDL6E24_13045(neuC)
MESBL1S32_02485(neuC)
MFOMetfor_1306
NDVNDEV_0147(neuC)
NCKQVH35_02185(neuC)
LOBNEF87_004338
AGWQT03_C0001G0657
 » show all
Reference
1  [PMID:18275154]
  Authors
Glaze PA, Watson DC, Young NM, Tanner ME
  Title
Biosynthesis of CMP-N,N'-diacetyllegionaminic acid from UDP-N,N'-diacetylbacillosamine in Legionella pneumophila.
  Journal
Biochemistry 47:3272-82 (2008)
DOI:10.1021/bi702364s
  Sequence
[lpn:lpg0753]
Reference
2  [PMID:19282391]
  Authors
Schoenhofen IC, Vinogradov E, Whitfield DM, Brisson JR, Logan SM
  Title
The CMP-legionaminic acid pathway in Campylobacter: biosynthesis involving novel GDP-linked precursors.
  Journal
Glycobiology 19:715-25 (2009)
DOI:10.1093/glycob/cwp039
  Sequence
[cje:Cj1328]
Other DBs
ExplorEnz - The Enzyme Database: 3.2.1.184
IUBMB Enzyme Nomenclature: 3.2.1.184
ExPASy - ENZYME nomenclature database: 3.2.1.184
BRENDA, the Enzyme Database: 3.2.1.184
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