Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 2471591Publication DOI: 10.1016/0008-6215(89)80036-9Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Vaccine Development and Production, National Bacteriological Laboratory, Stockholm, Sweden
The O-specific side-chains of the lipopolysaccharide from Escherichia coli O86:K2:H2 have been investigated using n.m.r. spectroscopy, methylation analysis, and specific degradations, and shown to be composed of the pentasaccharide repeating-unit (formula; see text) which represents the biological repeating-unit. The blood-group B activity was confirmed by an enzyme-linked immunosorbent assay.
Lipopolysaccharide, NMR, O-polysaccharide, Escherichia coli O86
Structure type: suggested polymer biological repeating unit
Location inside paper: p. 219, structure 7
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_140125,IEDB_141582,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_149558,IEDB_150766,IEDB_150948,IEDB_150952,IEDB_151528,IEDB_152212,IEDB_152214,IEDB_153207,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461718,IEDB_461719,IEDB_885822,IEDB_918314,SB_148,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_86,SB_87,SB_88
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, gel filtration, partial acid hydrolysis, sugar analysis, ELISA, GLC, Smith degradation, HPLC, HF treatment
Comments, role: E. coli 086:K2:H2 (85:85 F)
Related record ID(s): 10035, 10195, 10548, 20043, 20120, 20508, 20667, 25273, 108706
NCBI Taxonomy refs (TaxIDs): 2162909Reference(s) to other database(s): GTC:G75734HT, GlycomeDB:
3571
Show glycosyltransferases
NMR conditions: in D2O at 343 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,2 aLFucp 99.7 69.3 70.3 83.4 67.8 16.2
3,3,3 aDGalp 94.3 69.0 70.4 70.3 72.0 62.2
3,3 bDGalp 103.2 73.9 75.5 64.7 75.3 61.8
3,2 Ac
3 aDGalpN 94.1 49.6 77.4 69.8 71.8 61.7
2 Ac
bDGalpN 103.6 51.9 75.6 64.5 76.0 61.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,2 aLFucp 5.22 3.78 3.54 3.78 4.33 1.21
3,3,3 aDGalp 5.22 3.89 3.89 3.98 4.20 3.73
3,3 bDGalp 4.68 3.89 3.95 4.27 3.65 3.78
3,2 Ac
3 aDGalpN 5.04 4.23 3.94 4.21 3.86 3.76
2 Ac
bDGalpN 4.56 4.14 3.78 4.06 3.66 3.78
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,2 aLFucp 99.7/5.22 69.3/3.78 70.3/3.54 83.4/3.78 67.8/4.33 16.2/1.21
3,3,3 aDGalp 94.3/5.22 69.0/3.89 70.4/3.89 70.3/3.98 72.0/4.20 62.2/3.73
3,3 bDGalp 103.2/4.68 73.9/3.89 75.5/3.95 64.7/4.27 75.3/3.65 61.8/3.78
3,2 Ac
3 aDGalpN 94.1/5.04 49.6/4.23 77.4/3.94 69.8/4.21 71.8/3.86 61.7/3.76
2 Ac
bDGalpN 103.6/4.56 51.9/4.14 75.6/3.78 64.5/4.06 76.0/3.66 61.8/3.78
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
| 3,3,2 | aLFucp | 5.22 | 3.78 | 3.54 | 3.78 | 4.33 | 1.21 |
| 3,3,3 | aDGalp | 5.22 | 3.89 | 3.89 | 3.98 | 4.20 | 3.73 |
| 3,3 | bDGalp | 4.68 | 3.89 | 3.95 | 4.27 | 3.65 | 3.78 |
| 3,2 | Ac | |
| 3 | aDGalpN | 5.04 | 4.23 | 3.94 | 4.21 | 3.86 | 3.76 |
| 2 | Ac | |
| | bDGalpN | 4.56 | 4.14 | 3.78 | 4.06 | 3.66 | 3.78 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
| 3,3,2 | aLFucp | 99.7 | 69.3 | 70.3 | 83.4 | 67.8 | 16.2 |
| 3,3,3 | aDGalp | 94.3 | 69.0 | 70.4 | 70.3 | 72.0 | 62.2 |
| 3,3 | bDGalp | 103.2 | 73.9 | 75.5 | 64.7 | 75.3 | 61.8 |
| 3,2 | Ac | |
| 3 | aDGalpN | 94.1 | 49.6 | 77.4 | 69.8 | 71.8 | 61.7 |
| 2 | Ac | |
| | bDGalpN | 103.6 | 51.9 | 75.6 | 64.5 | 76.0 | 61.8 |
|
There is only one chemically distinct structure: