Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: ulcerative colitis [ICD11:
DD71 
];
Crohn disease [ICD11:
DD70 ]
The structure was elucidated in this paperNCBI PubMed ID: 19897181Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Wroclaw, Poland
This paper describes the structure of neutral exopolysaccharide (EPS) produced by Lactobacillus johnsonii 142, strain of the lactic acid bacteria isolated from the intestine of mice with experimentally induced inflammatory bowel disease (IBD). Sugar and methylation analyses along with (1)H and (13)C NMR spectroscopy, including two-dimensional (1)H,(1)H COSY, TOCSY, NOESY, and (1)H,(13)C HSQC experiments revealed that the repeating unit of the EPS is a pentasaccharide: →3)-α-D-Galp-(1→3)-β-D-Glcp-(1→5)-β-D-Galf-(1→3)-α-D-Galp-(1→3)-α-D-Galp-(1→ The rabbit antiserum raised against whole cells of L. johnsonii 142 reacted with homologous EPS, and cross-reacted with exopolysaccharide from Lactobacillus animalis/murinus 148 isolated also from mice with IBD, but not reacted with EPS of L. johnsonii 151 from healthy mice.
Lactic acid bacteria, exopolysaccharide, Crohn disease, Lactobacillus johnsonii, inflammatory bowel disease, probiotic
Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.109, fig.2
Compound class: EPS
Contained glycoepitopes: IEDB_115013,IEDB_130645,IEDB_136095,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_190606,IEDB_742246,IEDB_918313,IEDB_983931,SB_192,SB_7,SB_87
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, serological methods, transmission electron microscopy
Biological activity: serological data
NCBI Taxonomy refs (TaxIDs): 33959Reference(s) to other database(s): GTC:G02854JV, GlycomeDB:
37800
Show glycosyltransferases
NMR conditions: in D2O at 298 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,5,3 aDGalp 99.2 67.6 74.11 65.68 71.0 61.4
3,3,5 bDGlcp 102.1 72.5 82.2 70.2 75.6 61.1
3,3 bDGalf 109.4 81.9 76.6 81.8 77.8 61.8
3 aDGalp 95.6 67.57 77.7 69.7 71.1 61.4
aDGalp 95.2 67.1 74.6 66.1 71.25 61.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,5,3 aDGalp 5.44 3.98 4.06 4.29 4.27 3.81
3,3,5 bDGlcp 4.66 3.43 3.69 3.65 3.47 3.75-3.89
3,3 bDGalf 5.20 4.20 4.27 4.18 4.07 3.77
3 aDGalp 5.19 3.99 4.02 4.16 4.22 3.82
aDGalp 5.23 4.04 4.11 4.27 4.21 3.74
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,5,3 aDGalp 99.2/5.44 67.6/3.98 74.11/4.06 65.68/4.29 71.0/4.27 61.4/3.81
3,3,5 bDGlcp 102.1/4.66 72.5/3.43 82.2/3.69 70.2/3.65 75.6/3.47 61.1/3.75-3.89
3,3 bDGalf 109.4/5.20 81.9/4.20 76.6/4.27 81.8/4.18 77.8/4.07 61.8/3.77
3 aDGalp 95.6/5.19 67.57/3.99 77.7/4.02 69.7/4.16 71.1/4.22 61.4/3.82
aDGalp 95.2/5.23 67.1/4.04 74.6/4.11 66.1/4.27 71.25/4.21 61.4/3.74
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,5,3 | aDGalp | 5.44 | 3.98 | 4.06 | 4.29 | 4.27 | 3.81 |
| 3,3,5 | bDGlcp | 4.66 | 3.43 | 3.69 | 3.65 | 3.47 | 3.75
3.89 |
| 3,3 | bDGalf | 5.20 | 4.20 | 4.27 | 4.18 | 4.07 | 3.77 |
| 3 | aDGalp | 5.19 | 3.99 | 4.02 | 4.16 | 4.22 | 3.82 |
| | aDGalp | 5.23 | 4.04 | 4.11 | 4.27 | 4.21 | 3.74 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,5,3 | aDGalp | 99.2 | 67.6 | 74.11 | 65.68 | 71.0 | 61.4 |
| 3,3,5 | bDGlcp | 102.1 | 72.5 | 82.2 | 70.2 | 75.6 | 61.1 |
| 3,3 | bDGalf | 109.4 | 81.9 | 76.6 | 81.8 | 77.8 | 61.8 |
| 3 | aDGalp | 95.6 | 67.57 | 77.7 | 69.7 | 71.1 | 61.4 |
| | aDGalp | 95.2 | 67.1 | 74.6 | 66.1 | 71.25 | 61.4 |
|
There is only one chemically distinct structure:
Found 
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