Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 2276143Publication DOI: 10.1016/0008-6215(90)80152-sJournal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Chemistry, University of British Columbia, Vancouver, Canada
The structure of the capsular antigen of E. coli K49 and the oligosaccharides derived from it by partial acid hydrolysis were studied by 1D- and 2D-n.m.r. spectroscopy, g.l.c.-c.i.-mass spectrometry, and methylation analysis. The K49 polysaccharide consists of the repeating unit →4)-β-D-GlcpA-(1→6)-β-D-Galp-(1→6)-β-D-Glcp-(1→3)-β-D-GalpNAc-(1→. The glucuronic acid residues are substituted, in the apparent molar ratio of 4:1, with L-threonine and L-serine linked amidically to the carboxyl group.
Structure type: polymer chemical repeating unit
Location inside paper: abstract, table IV, table V, p.356
Compound class: K-antigen
Contained glycoepitopes: IEDB_115136,IEDB_130648,IEDB_136044,IEDB_137472,IEDB_137473,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_150900,IEDB_190606,IEDB_423153,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, partial acid hydrolysis, HF solvolysis, sugar analysis, GLC, methanolysis, CI-MS
Comments, role: 1H-NMR spectra were recorded at 300 K or 368 K
Related record ID(s): 2635, 2636, 2637
NCBI Taxonomy refs (TaxIDs): 562
Show glycosyltransferases
NMR conditions: in D2O at 300(C), 334(H) K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,6,6 bDGlcpA 103.9 73.2 74.6 77.3 74.9 170.2
3,6 bDGalp 104.5 71.5 75.4 69.4 74.6 70.5
3 bDGlcp 105.1 73.7 76.4 70.2 73.4 69.6
2 Ac 175.9 23.3
bDGalpN 100.2 52.0 81.3 68.7 75.8 62.0
3,6,6,6 xLSer
3,6,6,6 xLThr 176.7 61.7 68.5 20.2
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,6,6 bDGlcpA 4.59 3.40 3.65 3.98 4.10 -
3,6 bDGalp 4.39 3.53 3.62 3.93 3.86 3.91-4.03
3 bDGlcp 4.55 3.26 3.48 3.46 3.62 3.79-4.21
2 Ac
bDGalpN 4.46 3.99 3.84 4.18 3.67 3.75-3.82
3,6,6,6 xLSer
3,6,6,6 xLThr - 4.26 4.33 1.23
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,6,6 bDGlcpA 103.9/4.59 73.2/3.40 74.6/3.65 77.3/3.98 74.9/4.10
3,6 bDGalp 104.5/4.39 71.5/3.53 75.4/3.62 69.4/3.93 74.6/3.86 70.5/3.91-4.03
3 bDGlcp 105.1/4.55 73.7/3.26 76.4/3.48 70.2/3.46 73.4/3.62 69.6/3.79-4.21
2 Ac NMR TSV error 2: unequal length of 13C and 1H datasets
bDGalpN 100.2/4.46 52.0/3.99 81.3/3.84 68.7/4.18 75.8/3.67 62.0/3.75-3.82
3,6,6,6 xLSer
3,6,6,6 xLThr 61.7/4.26 68.5/4.33 20.2/1.23
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,6,6 | bDGlcpA | 4.59 | 3.40 | 3.65 | 3.98 | 4.10 |
|
| 3,6 | bDGalp | 4.39 | 3.53 | 3.62 | 3.93 | 3.86 | 3.91
4.03 |
| 3 | bDGlcp | 4.55 | 3.26 | 3.48 | 3.46 | 3.62 | 3.79
4.21 |
| 2 | Ac | |
| | bDGalpN | 4.46 | 3.99 | 3.84 | 4.18 | 3.67 | 3.75
3.82 |
| 3,6,6,6 | xLSer | |
| 3,6,6,6 | xLThr |
| 4.26 | 4.33 | 1.23 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,6,6 | bDGlcpA | 103.9 | 73.2 | 74.6 | 77.3 | 74.9 | 170.2 |
| 3,6 | bDGalp | 104.5 | 71.5 | 75.4 | 69.4 | 74.6 | 70.5 |
| 3 | bDGlcp | 105.1 | 73.7 | 76.4 | 70.2 | 73.4 | 69.6 |
| 2 | Ac | 175.9 | 23.3 | |
| | bDGalpN | 100.2 | 52.0 | 81.3 | 68.7 | 75.8 | 62.0 |
| 3,6,6,6 | xLSer | |
| 3,6,6,6 | xLThr | 176.7 | 61.7 | 68.5 | 20.2 | |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
