Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: meningitis [ICD11:
1D01 
];
bacteremia [ICD11:
MA15.0 ];
neonatal necrotising enterocolitis [ICD11:
KB88 , Life stage: neonatal]
The structure was elucidated in this paperNCBI PubMed ID: 25555751Publication DOI: 10.1016/j.carres.2014.11.014Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Y.A. Knirel <yknirel
gmail.com>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, TEDA Institute of Biological Sciences and Biotechnology, Nankai University, TEDA, Tianjin, China, Key Laboratory of Molecular Microbiology and Technology of the Ministry of Education, College of Life Sciences, Nankai University, Tianjin, China, Tianjin Biochip Corporation, TEDA, Tianjin, China
O-Antigen (O-polysaccharide) variation is the basis for bacterial serotyping and is important in bacterial virulence and niche adaptation. In this work, we present structural and genetic evidences for close relationships between the O-antigens of the Cronobacter spp. and Escherichia coli. Cronobacter sakazakii G2594 (serotype O4) and Cronobacter malonaticus G3864 (serotype O1) are structurally related to those of E. coli O103 and O29, respectively, and some other members of the Enterobacteriaceae family differing in the patterns of lateral glucosylation (C. sakazakii G2594) or O-acetylation (C. malonaticus G3864). The O-antigen gene clusters of the corresponding Cronobacter and E. coli strains contain the same genes with high-level similarity, and the structural differences within both O-antigen pairs were suggested to be due to modification genes carried by prophages.
Lipopolysaccharide, O-specific polysaccharide, bacterial polysaccharide structure, O-antigen gene cluster, Cronobacter sakazakii, Cronobacter malonaticus
Structure type: oligomer
Location inside paper: p.126, table 1, oligosaccharide
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_135813,IEDB_137340,IEDB_137473,IEDB_1391961,IEDB_141584,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_885822,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, PCR, DNA sequencing, sugar analysis, acid hydrolysis, GLC, mild acid hydrolysis, Smith degradation, NMR-1D, GPC, UV, bioinformatic analysis
Biosynthesis and genetic data: genetic data
Comments, role: Smith degraded OPS.
Related record ID(s): 30674, 30868, 30869, 30870, 30871, 30872, 30873, 30874, 30875
NCBI Taxonomy refs (TaxIDs): 28141
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
1,2,2,3,2 Ac 175.2-175.8 23.1-23.7
1,2,2,3 aDGalpN 98.1 50.7 68.7 69.4 73.2 61.8
1,2,2,2 Ac 175.2-175.8 23.1-23.7
1,2,2 bDGlcpN 103.0 55.6 78.9 72.0 76.9 61.9
1,2 bDGlcp 101.8 82.3 77.6 71.0 76.9 61.8
1,3 lR3HOBut 174.6 46.0 66.2 23.6
1 bDFucp3N 103.5 75.3 55.8 71.4 72.0 16.4
x?Gro 72.4 71.7 63.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
1,2,2,3,2 Ac - 2.04-2.08
1,2,2,3 aDGalpN 5.49 4.19 3.81 4.00 3.89 3.77-3.77
1,2,2,2 Ac - 2.04-2.08
1,2,2 bDGlcpN 4.76 3.77 3.72 3.70 3.39 3.71-3.77
1,2 bDGlcp 4.71 3.40 3.49 3.34 3.39 3.77-3.92
1,3 lR3HOBut - 2.46-2.55 4.28 1.29
1 bDFucp3N 4.59 3.84 4.19 3.65 3.87 1.25
x?Gro 3.69-4.03 3.95 3.63-3.72
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
1,2,2,3,2 Ac 23.1-23.7/2.04-2.08
1,2,2,3 aDGalpN 98.1/5.49 50.7/4.19 68.7/3.81 69.4/4.00 73.2/3.89 61.8/3.77-3.77
1,2,2,2 Ac 23.1-23.7/2.04-2.08
1,2,2 bDGlcpN 103.0/4.76 55.6/3.77 78.9/3.72 72.0/3.70 76.9/3.39 61.9/3.71-3.77
1,2 bDGlcp 101.8/4.71 82.3/3.40 77.6/3.49 71.0/3.34 76.9/3.39 61.8/3.77-3.92
1,3 lR3HOBut 46.0/2.46-2.55 66.2/4.28 23.6/1.29
1 bDFucp3N 103.5/4.59 75.3/3.84 55.8/4.19 71.4/3.65 72.0/3.87 16.4/1.25
x?Gro 72.4/3.69-4.03 71.7/3.95 63.3/3.63-3.72
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 1,2,2,3,2 | Ac |
| 2.04
2.08 | |
| 1,2,2,3 | aDGalpN | 5.49 | 4.19 | 3.81 | 4.00 | 3.89 | 3.77
3.77 |
| 1,2,2,2 | Ac |
| 2.04
2.08 | |
| 1,2,2 | bDGlcpN | 4.76 | 3.77 | 3.72 | 3.70 | 3.39 | 3.71
3.77 |
| 1,2 | bDGlcp | 4.71 | 3.40 | 3.49 | 3.34 | 3.39 | 3.77
3.92 |
| 1,3 | lR3HOBut |
| 2.46
2.55 | 4.28 | 1.29 | |
| 1 | bDFucp3N | 4.59 | 3.84 | 4.19 | 3.65 | 3.87 | 1.25 |
| | x?Gro | 3.69
4.03 | 3.95 | 3.63
3.72 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 1,2,2,3,2 | Ac | 175.2
175.8 | 23.1
23.7 | |
| 1,2,2,3 | aDGalpN | 98.1 | 50.7 | 68.7 | 69.4 | 73.2 | 61.8 |
| 1,2,2,2 | Ac | 175.2
175.8 | 23.1
23.7 | |
| 1,2,2 | bDGlcpN | 103.0 | 55.6 | 78.9 | 72.0 | 76.9 | 61.9 |
| 1,2 | bDGlcp | 101.8 | 82.3 | 77.6 | 71.0 | 76.9 | 61.8 |
| 1,3 | lR3HOBut | 174.6 | 46.0 | 66.2 | 23.6 | |
| 1 | bDFucp3N | 103.5 | 75.3 | 55.8 | 71.4 | 72.0 | 16.4 |
| | x?Gro | 72.4 | 71.7 | 63.3 | |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
