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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: (Actinopterygii)
Associated disease: motile aeromonad septicemia (MAS)

The structure was elucidated in this paper
NCBI PubMed ID: 20080230
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: atrurska

hektor.umcs.lublin.pl
Institutions: Division of Structural Biochemistry, Research Center Borstel, Leibniz-Center for Medicine and Biosciences, D-23845 Borstel, Germany, Department of Genetics and Microbiology, M. Curie-Sklodowska University, Akademicka 19, 20-033 Lublin, Poland, Department of Fish Diseases, National Veterinary Research Institute, Partyzantow 27, 24-100 Pulawy, Poland

The O-specific polysaccharide obtained by mild-acid degradation of Aeromonas bestiarum 207 lipopolysaccharide was studied by sugar and methylation analyses along with (1)H and (13)C NMR spectroscopy. The sequence of the sugar residues was determined by ROESY and HMBC experiments. It is concluded that the O-polysaccharide is composed of branched pentasaccharide repeating units of the following structure: (formula, see text).

Lipopolysaccharide, NMR, O-specific polysaccharide, L-rhamnose, Aeromonas bestiarum

Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.683
Compound class: O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_133754,IEDB_135813,IEDB_136105,IEDB_137340,IEDB_141807,IEDB_143253,IEDB_144825,IEDB_151531,IEDB_225177,IEDB_885823

Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, SDS-PAGE, sugar analysis, GLC, NMR-1D

Related record ID(s): 4119
NCBI Taxonomy refs (TaxIDs): 105751
Reference(s) to other database(s): GTC:G84110KK, GlycomeDB:34700
Show glycosyltransferases

NMR conditions: in D2O at 300 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
2,2,3,2,2	Ac	175.07	23.2
2,2,3,2	bDGlcpN	103.81	56.55	73.83	70.52	76.27	61.24
2,2,3	aLRhap	102.27	79.17	76.79	73.07	70.14	17.42
2,2	aLRhap	102.85	70.63	78.82	72.90	70.14	17.42
2	aLRhap	101.55	79.07	70.65	73.07	70.14	17.42
	aLRhap	101.40	78.61	70.93	72.90	70.14	17.42


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
2,2,3,2,2	Ac	-	2.08
2,2,3,2	bDGlcpN	4.54	3.69	3.58	3.45	3.39	3.74-3.83
2,2,3	aLRhap	5.22	4.12	3.94	3.46	3.81	1.26
2,2	aLRhap	4.94	4.14	3.81	3.52	3.74	1.26
2	aLRhap	5.08	4.06	3.87	3.46	3.67	1.24
	aLRhap	5.21	3.99	3.84	3.52	3.72	1.29


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
2,2,3,2,2	Ac		23.2/2.08
2,2,3,2	bDGlcpN	103.81/4.54	56.55/3.69	73.83/3.58	70.52/3.45	76.27/3.39	61.24/3.74-3.83
2,2,3	aLRhap	102.27/5.22	79.17/4.12	76.79/3.94	73.07/3.46	70.14/3.81	17.42/1.26
2,2	aLRhap	102.85/4.94	70.63/4.14	78.82/3.81	72.90/3.52	70.14/3.74	17.42/1.26
2	aLRhap	101.55/5.08	79.07/4.06	70.65/3.87	73.07/3.46	70.14/3.67	17.42/1.24
	aLRhap	101.40/5.21	78.61/3.99	70.93/3.84	72.90/3.52	70.14/3.72	17.42/1.29

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
2,2,3,2,2	Ac		2.08
2,2,3,2	bDGlcpN	4.54	3.69	3.58	3.45	3.39	3.74 3.83
2,2,3	aLRhap	5.22	4.12	3.94	3.46	3.81	1.26
2,2	aLRhap	4.94	4.14	3.81	3.52	3.74	1.26
2	aLRhap	5.08	4.06	3.87	3.46	3.67	1.24
	aLRhap	5.21	3.99	3.84	3.52	3.72	1.29

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
2,2,3,2,2	Ac	175.07	23.2
2,2,3,2	bDGlcpN	103.81	56.55	73.83	70.52	76.27	61.24
2,2,3	aLRhap	102.27	79.17	76.79	73.07	70.14	17.42
2,2	aLRhap	102.85	70.63	78.82	72.90	70.14	17.42
2	aLRhap	101.55	79.07	70.65	73.07	70.14	17.42
	aLRhap	101.40	78.61	70.93	72.90	70.14	17.42

There is only one chemically distinct structure:

*O[C@@H]1[C@@H](O)[C@H](C)O[C@@H](O[C@@H]2[C@@H](O)[C@H](C)O[C@@H](O[C@H]3[C@H](O[C@H]4[C@H](*)O[C@@H](C)[C@H](O)[C@H]4O)O[C@@H](C)[C@H](O)[C@H]3O)[C@@H]2O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O

SVG MW SMILES 3D mol Ionize