Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens; (Aves)
Associated disease: gastroenteritis [ICD11:
1A40.0 
];
diarrhea [ICD11:
ME05.1 , ICD11:
SA55 ]
The structure was elucidated in this paperNCBI PubMed ID: 28494314Publication DOI: 10.1016/j.carres.2017.04.024Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Knirel YA <yknirel
gmail.com>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia, Zigong Center for Disease Control and Prevention, Zigong, Sichuan Province, China, State Key Laboratory of Infectious Disease Prevention and Control, National Institute for Communicable Disease Control and Prevention, Chinese Center for Disease Control and Prevention, Changping, Beijing, China
The O-specific polysaccharide (O-antigen) was obtained by mild acid degradation of the lipopolysaccharide of Escherichia albertii serotype O1 strain SP20140089 and studied by sugar analysis along with 1D and 2D 1H and 13C NMR spectroscopy. The following structure was established for the trisaccharide repeating unit of the O-polysaccharide: →4)-β-d-ManpNAc3NAcA-(1→4)-β-d-GlcpNAm3NAcA-(1→3)-α-d-GlcpNAc-(1→ where ManNAc3NAcA and GlcNAm3NAcA indicate 2,3-diacetamido-2,3-dideoxymannuronic acid and 2-acetimidoylamino-3-acetamido-2,3-dideoxyglucuronic acid, respectively. While showing some similarity with O-polysaccharide structures of a group of Pseudomonas aeruginosa serotypes (O2, O5, O16, O18, and O20), that of E. albertii O1 is unique among known bacterial polysaccharide structures. The gene cluster for biosynthesis of the O1-antigen was sequenced and functions of the genes were predicted by comparison with sequences in the available databases, including those involved in the synthesis of nucleotide precursors of 2,3-diamino-2,3-dideoxyhexuronic acid derivatives in P. aeruginosa O5.
Lipopolysaccharide, Pseudomonas aeruginosa, capsular polysaccharide, O-specific polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster, Escherichia albertii
Structure type: polymer chemical repeating unit
Location inside paper: abstract, table 1, p.30, fig.3, E. albertii O1
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_137340,IEDB_141807,IEDB_151531,IEDB_2275071
Methods: 13C NMR, 1H NMR, NMR-2D, DNA sequencing, sugar analysis, acid hydrolysis, GPC, bioinformatic analysis
Related record ID(s): 12333
NCBI Taxonomy refs (TaxIDs): 208962
Show glycosyltransferases
NMR conditions: in D2O at 323 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,4,2 Ac 174.6-176.2 23.0-23.4
3,4,3 Ac 174.6-176.2 23.0-23.4
3,4 bDManpN3NA 100.9 52.4 54.7 71.4 79.5 174.8
3,2 Am 168.1 20.0
3,3 Ac 174.6-176.2 23.0-23.4
3 bDGlcpN3NA 101.8 57.6 53.6 79.1 76.5-76.6 173.9
2 Ac 174.6-176.2 23.0-23.4
aDGlcpN 97.5 53.6 79.9 69.2 72.6 61.1
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,4,2 Ac - 1.86-2.04
3,4,3 Ac - 1.86-2.04
3,4 bDManpN3NA 4.77 4.27 4.21 3.94 3.87 -
3,2 Am ? 2.19
3,3 Ac - 1.86-2.04
3 bDGlcpN3NA 4.69 3.76 4.03 3.88 3.96 -
2 Ac - 1.86-2.04
aDGlcpN 5.05 3.88 3.83 3.53 3.63 3.75-3.79
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,4,2 Ac 23.0-23.4/1.86-2.04
3,4,3 Ac 23.0-23.4/1.86-2.04
3,4 bDManpN3NA 100.9/4.77 52.4/4.27 54.7/4.21 71.4/3.94 79.5/3.87
3,2 Am 168.1/? 20.0/2.19
3,3 Ac 23.0-23.4/1.86-2.04
3 bDGlcpN3NA 101.8/4.69 57.6/3.76 53.6/4.03 79.1/3.88 76.5-76.6/3.96
2 Ac 23.0-23.4/1.86-2.04
aDGlcpN 97.5/5.05 53.6/3.88 79.9/3.83 69.2/3.53 72.6/3.63 61.1/3.75-3.79
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,4,2 | Ac |
| 1.86
2.04 | |
| 3,4,3 | Ac |
| 1.86
2.04 | |
| 3,4 | bDManpN3NA | 4.77 | 4.27 | 4.21 | 3.94 | 3.87 |
|
| 3,2 | Am | ? | 2.19 | |
| 3,3 | Ac |
| 1.86
2.04 | |
| 3 | bDGlcpN3NA | 4.69 | 3.76 | 4.03 | 3.88 | 3.96 |
|
| 2 | Ac |
| 1.86
2.04 | |
| | aDGlcpN | 5.05 | 3.88 | 3.83 | 3.53 | 3.63 | 3.75
3.79 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,4,2 | Ac | 174.6
176.2 | 23.0
23.4 | |
| 3,4,3 | Ac | 174.6
176.2 | 23.0
23.4 | |
| 3,4 | bDManpN3NA | 100.9 | 52.4 | 54.7 | 71.4 | 79.5 | 174.8 |
| 3,2 | Am | 168.1 | 20.0 | |
| 3,3 | Ac | 174.6
176.2 | 23.0
23.4 | |
| 3 | bDGlcpN3NA | 101.8 | 57.6 | 53.6 | 79.1 | 76.5
76.6 | 173.9 |
| 2 | Ac | 174.6
176.2 | 23.0
23.4 | |
| | aDGlcpN | 97.5 | 53.6 | 79.9 | 69.2 | 72.6 | 61.1 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
