Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: functional gastrointestinal disorders [ICD11:
DD9Y 
]
The structure was elucidated in this paperNCBI PubMed ID: 18950749Publication DOI: 10.1016/j.carres.2008.10.002Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: A.N. Kondakova <annakond
gmail.com>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
The structure of the long-chain O-antigen of Yersinia pseudotuberculosis O:4b containing two uncommon deoxy sugars, tyvelose (3,6-dideoxy-d-arabino-hexose, Tyv) and 6-deoxy-d-manno-heptose (D-6dmanHep), was established by 1D and 2D NMR spectroscopy as alpha-Tyvp-(1→3)-beta-D-6dmanHepp 1→4 →3)-alpha-D-Galp-(1→3)-beta-D-GlcpNac-(1→.
O-antigen, Yersinia pseudotuberculosis, bacterial polysaccharide structure, tyvelose, 6-deoxy-D-manno-heptose
Structure type: polymer chemical repeating unit
Location inside paper: p.153, table I
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_135813,IEDB_136906,IEDB_137340,IEDB_137472,IEDB_139421,IEDB_141794,IEDB_141807,IEDB_151528,IEDB_151531,IEDB_190606,SB_173,SB_7
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis
NCBI Taxonomy refs (TaxIDs): 633Reference(s) to other database(s): GTC:G75308BX, GlycomeDB:
37275
Show glycosyltransferases
NMR conditions: in D2O at 313 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7
3,4,3 aXTyvp 102.1 68.7 34.6 68.3 71.3 18.4
3,4 bD6dmanHepp 101.3 71.7 81.4 71.1 74.0 34.7 59.5
3 aDGalp 100.6 69.2 79.8 77.3 72.5 62.1
2 Ac ? 23.7
bDGlcpN 103.8 55.8 81.0 72.2 76.7 62.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7
3,4,3 aXTyvp 4.93 4.07 1.92-2.05 3.62 3.88 1.30
3,4 bD6dmanHepp 4.99 4.17 3.66 3.54 3.39 1.74-2.14 3.77
3 aDGalp 5.42 3.96 3.93 4.36 3.92 3.75
2 Ac - 2.04
bDGlcpN 4.76 3.85 3.77 3.70 3.50 3.75-3.94
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7
3,4,3 aXTyvp 102.1/4.93 68.7/4.07 34.6/1.92-2.05 68.3/3.62 71.3/3.88 18.4/1.30
3,4 bD6dmanHepp 101.3/4.99 71.7/4.17 81.4/3.66 71.1/3.54 74.0/3.39 34.7/1.74-2.14 59.5/3.77
3 aDGalp 100.6/5.42 69.2/3.96 79.8/3.93 77.3/4.36 72.5/3.92 62.1/3.75
2 Ac 23.7/2.04
bDGlcpN 103.8/4.76 55.8/3.85 81.0/3.77 72.2/3.70 76.7/3.50 62.1/3.75-3.94
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 |
|---|
| 3,4,3 | aXTyvp | 4.93 | 4.07 | 1.92
2.05 | 3.62 | 3.88 | 1.30 | |
| 3,4 | bD6dmanHepp | 4.99 | 4.17 | 3.66 | 3.54 | 3.39 | 1.74
2.14 | 3.77 |
| 3 | aDGalp | 5.42 | 3.96 | 3.93 | 4.36 | 3.92 | 3.75 | |
| 2 | Ac |
| 2.04 | |
| | bDGlcpN | 4.76 | 3.85 | 3.77 | 3.70 | 3.50 | 3.75
3.94 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 |
|---|
| 3,4,3 | aXTyvp | 102.1 | 68.7 | 34.6 | 68.3 | 71.3 | 18.4 | |
| 3,4 | bD6dmanHepp | 101.3 | 71.7 | 81.4 | 71.1 | 74.0 | 34.7 | 59.5 |
| 3 | aDGalp | 100.6 | 69.2 | 79.8 | 77.3 | 72.5 | 62.1 | |
| 2 | Ac | ? | 23.7 | |
| | bDGlcpN | 103.8 | 55.8 | 81.0 | 72.2 | 76.7 | 62.1 | |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":102.1,"l":"1","c":[0,0,225]},{"s":68.7,"l":"2","c":[0,0,225]},{"s":34.6,"l":"3","c":[0,0,225]},{"s":68.3,"l":"4","c":[0,0,225]},{"s":71.3,"l":"5","c":[0,0,225]},{"s":18.4,"l":"6","c":[0,0,225]},{"s":101.3,"l":"1","c":[230,0,30]},{"s":71.7,"l":"2","c":[230,0,30]},{"s":81.4,"l":"3","c":[230,0,30]},{"s":71.1,"l":"4","c":[230,0,30]},{"s":74,"l":"5","c":[230,0,30]},{"s":34.7,"l":"6","c":[230,0,30]},{"s":59.5,"l":"7","c":[230,0,30]},{"s":100.6,"l":"1","c":[0,165,0]},{"s":69.2,"l":"2","c":[0,165,0]},{"s":79.8,"l":"3","c":[0,165,0]},{"s":77.3,"l":"4","c":[0,165,0]},{"s":72.5,"l":"5","c":[0,165,0]},{"s":62.1,"l":"6","c":[0,165,0]},{"s":23.7,"l":"2","c":[0,0,0]},{"s":103.8,"l":"1","c":[120,0,225]},{"s":55.8,"l":"2","c":[120,0,225]},{"s":81,"l":"3","c":[120,0,225]},{"s":72.2,"l":"4","c":[120,0,225]},{"s":76.7,"l":"5","c":[120,0,225]},{"s":62.1,"l":"6","c":[120,0,225]}])
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
Found 
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