Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Helicobacter pylori [ICD11:
XN3DY 
];
infection due to Campylobacter jejuni [ICD11:
XN4Q5 ];
infection due to Pseudomonas aeruginosa [ICD11:
XN5L6 ]
The structure was elucidated in this paperNCBI PubMed ID: 17031886Publication DOI: 10.1002/cbic.200600298Journal NLM ID: 100937360Publisher: Weinheim, Germany: Wiley Interscience
Correspondence: david.mcnally
nrc-cnrc.gc.ca
Institutions: National Research Council of Canada-Institute for Biological Sciences, Ottawa ON, K1A 0R6, Canada, Fax: (+1) 613-952-9092
biosynthesis, carbohydrates, Pseudomonas, Campylobacter jejuni, bacteria, Helicobacter pylori, metabolite, hexos-4-ulose
Structure type: monomer
Location inside paper: p.1865, fig. 1, structure 2, p.1867, fig. 3
Trivial name: UDP-hexos-4-ulose sugar, UDP-2-acetamido-2,6-dideoxy-β-L-arabino-hex-4-ulose, UDP-2-acetamido-2,6-dideoxy-β-L-arabino-hexos-4-ulose, UDP-2-acetamido-2,6-dideoxy-β-L-arabino-4-hexulose
Compound class: nucleoside diphosphate sugar
Methods: NMR, genetic methods
Enzymes that release or process the structure: 4,6-dehydratase (WbjB and PseB)
Biosynthesis and genetic data: genetic data, biosynthetic data
Comments, role: UDP-hexos-4-ulose sugar is intermediate of biosynthesis
Related record ID(s): 20012, 20218, 20483, 20535, 21191, 21192, 21963, 23110, 23133, 24189, 25544
NCBI Taxonomy refs (TaxIDs): 210,
197,
287
Show glycosyltransferases
NMR conditions: in D2O at 283 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
5,0,0,2 Ac 175.1 22.7
5,0,0 bL6daraHexpN-4-ulo 95.6 55.4 70.8 209.8 78.6 20.9
5,0 P
5 P
xXnucU
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
5,0,0,2 Ac - 2.06
5,0,0 bL6daraHexpN-4-ulo 5.69 4.46 4.84 - 4.53 1.55
5,0 P
5 P
xXnucU
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
5,0,0,2 Ac 22.7/2.06
5,0,0 bL6daraHexpN-4-ulo 95.6/5.69 55.4/4.46 70.8/4.84 78.6/4.53 20.9/1.55
5,0 P
5 P
xXnucU
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 5,0,0,2 | Ac |
| 2.06 | |
| 5,0,0 | bL6daraHexpN-4-ulo | 5.69 | 4.46 | 4.84 |
| 4.53 | 1.55 |
| 5,0 | P | |
| 5 | P | |
| | xXnucU | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 5,0,0,2 | Ac | 175.1 | 22.7 | |
| 5,0,0 | bL6daraHexpN-4-ulo | 95.6 | 55.4 | 70.8 | 209.8 | 78.6 | 20.9 |
| 5,0 | P | |
| 5 | P | |
| | xXnucU | |
|
There is only one chemically distinct structure:
Found 
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