Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 7693348Publication DOI: 10.1016/0008-6215(93)84258-8Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden
The O-specific side-chain of the lipopolysaccharide from Escherichia coli O127a:H- (O127a:4932-53) has been investigated using 2D NMR spectroscopy, methylation analysis, and partial solvolysis with anhydrous hydrogen fluoride as the principal methods. It is concluded that the polysaccharide is composed of tetrasaccharide repeating-units having the following structure. →2)-α-L-Fucp-(1→2)-β-D-Galp-(1→3)-α-D-GalpNAc-(1→3)-α-D-GalpNAc-(1→ The polysaccharide contains approximately one mole of O-acetyl groups per repeating unit distributed over several positions.
Structure type: polymer chemical repeating unit
Location inside paper: abstract, structure 5
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_134627,IEDB_136044,IEDB_136045,IEDB_137472,IEDB_137473,IEDB_1391961,IEDB_1391963,IEDB_141582,IEDB_141584,IEDB_141794,IEDB_142489,IEDB_143260,IEDB_144562,IEDB_150766,IEDB_150948,IEDB_152214,IEDB_153553,IEDB_174333,IEDB_190606,IEDB_241096,IEDB_461710,IEDB_461719,IEDB_885822,SB_154,SB_165,SB_166,SB_187,SB_195,SB_23,SB_24,SB_7,SB_8,SB_86,SB_88
Methods: 13C NMR, 1H NMR, HF solvolysis
Comments, role: The polysaccharide contains ~ one mole of O-Ac groups per repeating unit at unknown positions. NMR data for O-deacetylated polysaccharide. Abnormal chemical shifts of C1 and C4 of 3-linked aDGalN are explained by y-gauche effect from H-l and H-4.
Related record ID(s): 7241, 10220, 20680, 25395, 108675
NCBI Taxonomy refs (TaxIDs): 562Reference(s) to other database(s): GTC:G68080NF, GlycomeDB:
3548
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 99.17 71.59 70.73 73.27 67.68 16.12
3,3 bDGalp 103.15 76.49 74.66 69.95 75.66 61.67-62.06
3,2 Ac 174.5-174.8 23.0-23.2
3 aDGalpN 99.47 48.92 74.11 65.54 74.19 61.67-62.06
2 Ac 174.5-174.8 23.0-23.2
aDGalpN 94.03 49.70 75.66 69.73 71.92 61.67-62.06
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,2 aLFucp 5.34 3.95 3.85 3.69 4.29 1.21
3,3 bDGalp 4.62 3.75 3.79 3.93 3.67 3.77
3,2 Ac - 2.07-2.08
3 aDGalpN 5.24 4.40 3.96 4.14 4.14 3.77
2 Ac - 2.07-2.08
aDGalpN 5.10 4.27 3.97 4.24 3.77 3.77
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,2 aLFucp 99.17/5.34 71.59/3.95 70.73/3.85 73.27/3.69 67.68/4.29 16.12/1.21
3,3 bDGalp 103.15/4.62 76.49/3.75 74.66/3.79 69.95/3.93 75.66/3.67 61.67-62.06/3.77
3,2 Ac 23.0-23.2/2.07-2.08
3 aDGalpN 99.47/5.24 48.92/4.40 74.11/3.96 65.54/4.14 74.19/4.14 61.67-62.06/3.77
2 Ac 23.0-23.2/2.07-2.08
aDGalpN 94.03/5.10 49.70/4.27 75.66/3.97 69.73/4.24 71.92/3.77 61.67-62.06/3.77
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,2 | aLFucp | 5.34 | 3.95 | 3.85 | 3.69 | 4.29 | 1.21 |
| 3,3 | bDGalp | 4.62 | 3.75 | 3.79 | 3.93 | 3.67 | 3.77 |
| 3,2 | Ac |
| 2.07
2.08 | |
| 3 | aDGalpN | 5.24 | 4.40 | 3.96 | 4.14 | 4.14 | 3.77 |
| 2 | Ac |
| 2.07
2.08 | |
| | aDGalpN | 5.10 | 4.27 | 3.97 | 4.24 | 3.77 | 3.77 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,2 | aLFucp | 99.17 | 71.59 | 70.73 | 73.27 | 67.68 | 16.12 |
| 3,3 | bDGalp | 103.15 | 76.49 | 74.66 | 69.95 | 75.66 | 61.67
62.06 |
| 3,2 | Ac | 174.5
174.8 | 23.0
23.2 | |
| 3 | aDGalpN | 99.47 | 48.92 | 74.11 | 65.54 | 74.19 | 61.67
62.06 |
| 2 | Ac | 174.5
174.8 | 23.0
23.2 | |
| | aDGalpN | 94.03 | 49.70 | 75.66 | 69.73 | 71.92 | 61.67
62.06 |
|
There is only one chemically distinct structure:
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Found 1 record.
Displayed record 1
