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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11: XN6P4

]

The structure was elucidated in this paper
NCBI PubMed ID: 2189553
Publication DOI: 10.1016/0008-6215(90)84139-l
Journal NLM ID: 0043535
Publisher: Elsevier
Institutions: Department of Chemistry, University of British Columbia, Vancouver, Canada

The capsular polysaccharide of Escherichia coli K31 has been found by methylation analysis and n.m.r. spectroscopy to be based on the hexasaccharide shown. The sequence of the repeating unit was deduced from the combined results of beta-elimination, lithium-ethylenediamine degradation, and hydrogen-fluoride and selective hydrolyses. The nature of the anomeric linkages, established by chromic acid oxidation, was confirmed by 1H-coupled 13C-n.m.r. spectroscopy. Two dimensional n.m.r. studies on a low molecular weight polymer obtained by bacteriophage depolymerization are also reported. (formula; see text)

Structure type: polymer chemical repeating unit
Location inside paper: table II, p. 177
Compound class: CPS, EPS, K-antigen
Contained glycoepitopes: IEDB_115136,IEDB_133754,IEDB_136044,IEDB_136105,IEDB_137472,IEDB_140630,IEDB_141794,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_225177,IEDB_885823,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_7,SB_88

Methods: 13C NMR, 1H NMR, NMR-2D
Comments, role: published polymerization frame was shifted for conformity with other records.

NCBI Taxonomy refs (TaxIDs): 562
Reference(s) to other database(s): GTC:G98709LG, GlycomeDB:5900
Show glycosyltransferases

NMR conditions: in D2O at 363(H) K [as TSV]

13C NMR data:
missing...
1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
2,3,3,2	aLRhap	5.251	4.113	3.860	3.500	3.710	1.320
2,3,3	aDGlcp	5.126	3.689	3.958	3.501	3.950	3.781-3.860
2,3	bDGalp	4.816	3.658	3.740	4.091	?	?
2,4	aLRhap	4.837	3.958	3.853	3.421	4.420	1.288
2	aDGlcpA	5.033	3.865	4.130	3.770	4.354	-
	aLRhap	5.096	4.102	3.891	3.556	3.750	1.320

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
2,3,3,2	aLRhap	5.251	4.113	3.860	3.500	3.710	1.320
2,3,3	aDGlcp	5.126	3.689	3.958	3.501	3.950	3.781 3.860
2,3	bDGalp	4.816	3.658	3.740	4.091	?	?
2,4	aLRhap	4.837	3.958	3.853	3.421	4.420	1.288
2	aDGlcpA	5.033	3.865	4.130	3.770	4.354
	aLRhap	5.096	4.102	3.891	3.556	3.750	1.320

There is only one chemically distinct structure:

*O[C@H]1[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]2O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](C(=O)O)O[C@H](O[C@H]4[C@H](*)O[C@@H](C)[C@H](O)[C@H]4O)[C@@H]3O)[C@@H]2O)O[C@@H](C)[C@H](O)[C@H]1O

SVG MW SMILES 3D mol Ionize