Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 29524726Publication DOI: 10.1016/j.carres.2018.02.008Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: andreivperepelov
gmail.com
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Key Laboratory of Molecular Microbiology and Technology, Ministry of Education, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China, School of Basic Medical Sciences, Tianjin Medical University, Heping District, Tianjin, 300070, PR China, Higher Chemical College of the Russian Academy of Sciences, D.I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia
An O-specific polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of Escherichia coli O33 followed by gel-permeation chromatography on Sephadex G-50. The polysaccharide was found to contain glycerol 2-phosphate (Gro-2-P), and the following structure of its tetrasaccharide repeat was established by sugar analysis, dephosphorylation, and 1D and 2D 1H and 13C NMR spectroscopy: The O33-antigen gene cluster was analyzed and found to be essentially consistent with the O-polysaccharide structure.
Lipopolysaccharide, O-antigen, Escherichia coli, O-specific polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster, glycerol phosphate
Structure type: polymer chemical repeating unit
Location inside paper: p.48, table 1, DPS
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130646,IEDB_130648,IEDB_130697,IEDB_134627,IEDB_135813,IEDB_136044,IEDB_137340,IEDB_137472,IEDB_137473,IEDB_137776,IEDB_140108,IEDB_140122,IEDB_141794,IEDB_141807,IEDB_147450,IEDB_151531,IEDB_153216,IEDB_190606,SB_165,SB_166,SB_173,SB_187,SB_195,SB_23,SB_24,SB_30,SB_7,SB_8,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, 31P NMR, GLC, mild acid hydrolysis, GPC, HF treatment, function analysis of gene clusters
Comments, role: dephosphorylated O-polysaccharide (DPS)
Related record ID(s): 12975
NCBI Taxonomy refs (TaxIDs): 1010812Reference(s) to other database(s): GTC:G44734YU
Show glycosyltransferases
NMR conditions: in D2O at 310 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,4 bDGalp 102.9 78.7 75.0 70.2 76.5 62.2
3,3,2 Ac 176.2-176.4 23.2-23.9
3,3 bDGlcpN 104.0 56.5 73.4 80.4 76.0 61.4
3 bDGalp 106.1 71.0 83.2 69.7 75.9 62.3
2 Ac 176.2-176.4 23.2-23.9
bDGalpN 103.0 53.0 80.9 69.5 76.1 62.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,4 bDGalp 4.59 3.95 4.29 4.16 3.72 3.75-3.75
3,3,2 Ac - 2.07-2.09
3,3 bDGlcpN 4.70 3.78 3.71 3.70 3.58 3.96-4.08
3 bDGalp 4.44 3.57 3.68 4.14 3.64 3.74-3.74
2 Ac - 2.07-2.09
bDGalpN 4.84 4.03 3.86 4.16 3.65 3.72-3.79
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,4 bDGalp 102.9/4.59 78.7/3.95 75.0/4.29 70.2/4.16 76.5/3.72 62.2/3.75-3.75
3,3,2 Ac 23.2-23.9/2.07-2.09
3,3 bDGlcpN 104.0/4.70 56.5/3.78 73.4/3.71 80.4/3.70 76.0/3.58 61.4/3.96-4.08
3 bDGalp 106.1/4.44 71.0/3.57 83.2/3.68 69.7/4.14 75.9/3.64 62.3/3.74-3.74
2 Ac 23.2-23.9/2.07-2.09
bDGalpN 103.0/4.84 53.0/4.03 80.9/3.86 69.5/4.16 76.1/3.65 62.6/3.72-3.79
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,4 | bDGalp | 4.59 | 3.95 | 4.29 | 4.16 | 3.72 | 3.75
3.75 |
| 3,3,2 | Ac |
| 2.07
2.09 | |
| 3,3 | bDGlcpN | 4.70 | 3.78 | 3.71 | 3.70 | 3.58 | 3.96
4.08 |
| 3 | bDGalp | 4.44 | 3.57 | 3.68 | 4.14 | 3.64 | 3.74
3.74 |
| 2 | Ac |
| 2.07
2.09 | |
| | bDGalpN | 4.84 | 4.03 | 3.86 | 4.16 | 3.65 | 3.72
3.79 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,4 | bDGalp | 102.9 | 78.7 | 75.0 | 70.2 | 76.5 | 62.2 |
| 3,3,2 | Ac | 176.2
176.4 | 23.2
23.9 | |
| 3,3 | bDGlcpN | 104.0 | 56.5 | 73.4 | 80.4 | 76.0 | 61.4 |
| 3 | bDGalp | 106.1 | 71.0 | 83.2 | 69.7 | 75.9 | 62.3 |
| 2 | Ac | 176.2
176.4 | 23.2
23.9 | |
| | bDGalpN | 103.0 | 53.0 | 80.9 | 69.5 | 76.1 | 62.6 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
