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Taxonomic group: bacteria / Firmicutes (Phylum: Firmicutes)
Host organism: Sus scrofa
Associated disease: meningitis [ICD11: 1D01

]; septicemia [ICD11: MA15.Y

]; inflammatory arthropathies [ICD11: FA2Z

]; endocarditis [ICD11: BB40

, ICD11: BB4Z

]; infection due to Streptococcus suis [ICD11: XN5SE

]

The structure was elucidated in this paper
NCBI PubMed ID: 27423880
Publication DOI: 10.1016/j.carres.2016.07.005
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: mariela.segura

umontreal.ca
Institutions: National Research Council, Ottawa, Ontario, Canada, Laboratory of Immunology, Faculty of Veterinary Medicine, University of Montreal, St-Hyacinthe, Quebec, Canada, Bacterial and Parasitic Diseases Research Division, National Institute of Animal Health, National Agriculture and Food Research Organization, Tsukuba, Japan, The United Graduate School of Veterinary Sciences, Gifu University, Gifu, Gifu, Japan, Laboratory of Research on Streptococcus suis, Faculty of Veterinary Medicine, University of Montreal, St-Hyacinthe, Quebec, Canada

Streptococcus suis serotype 9 is the most prevalent S. suis serotype in several European countries. In spite of its pathogenicity for pigs and increasing zoonotic potential, limited information is available on this serotype. Here we determined for the first time the chemical composition and structure of serotype 9 capsular polysaccharide (CPS), a major bacterial virulence factor and the antigen at the origin of S. suis classification into serotypes. Chemical and spectroscopic data gave the repeating unit sequence: [3)Glcol-6-P-3-[D-Gal(α1-2)]D-Gal(β1-3)D-Sug(β1-3)L-Rha(α1-)]n. Compared to previously characterized S. suis CPSs (serotypes 1, 1/2, 2 and 14), serotype 9 CPS does not contain sialic acid but contains a labile 4-keto sugar (2-acetamido-2,6-dideoxy-β-D-xylo-hexopyranos-4-ulose), one particular feature of this serotype. A correlation between S. suis serotype 9 CPS sequence and genes of this serotype cps locus encoding putative glycosyltransferases and polymerase responsible for the biosynthesis of the repeating unit was tentatively established. Knowledge of CPS structure and composition will contribute to better dissect the role of this bacterial component in the pathogenesis of S. suis serotype 9.

capsular polysaccharide, Streptococcus suis, 4-Keto sugar, Serotype 9

Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.27, table 1
Compound class: CPS
Contained glycoepitopes: IEDB_114708,IEDB_131186,IEDB_135818,IEDB_136044,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_167072,IEDB_190606,IEDB_225177,IEDB_742245,IEDB_885823,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88

Methods: 13C NMR, 1H NMR, NMR-2D, GC-MS, sugar analysis, dephosphorylation, ELISA, 31P NMR, acid hydrolysis, NMR-1D, GPC, reduction with NaBD4, bioinformatic analysis, GFC

NCBI Taxonomy refs (TaxIDs): 1307
Show glycosyltransferases

NMR conditions: at 323 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3,3,3,0	x?Glc-ol	63.7	73.4	79.0	70.5	71.2	67.9
3,3,3	P
3,3,2	aDGalp	97.2	69.5	70.4	70.4	72.1	62.3
3,3	bDGalp	103.6	71.6	77.0	68.7	76.1	61.8
3,2	Ac	175.1	23.8
3	bD6dxylHexpN-4-ulo	103.5	55.5	80.9	93.0	73.6	13.0
	aLRhap	102.1	71.5	80.9	72.1	70.8	17.7


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
3,3,3,0	x?Glc-ol	3.68-3.76	4.00	3.99	3.78	3.83	4.12
3,3,3	P
3,3,2	aDGalp	5.43	3.77	4.00	4.03	4.24	3.73-3.77
3,3	bDGalp	4.72	3.95	4.29	4.20	3.80	3.80
3,2	Ac	-	2.06
3	bD6dxylHexpN-4-ulo	4.83	3.92	4.09	-	3.65	1.29
	aLRhap	5.02	4.24	3.88	3.51	3.84	1.28


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
3,3,3,0	x?Glc-ol	63.7/3.68-3.76	73.4/4.00	79.0/3.99	70.5/3.78	71.2/3.83	67.9/4.12
3,3,3	P
3,3,2	aDGalp	97.2/5.43	69.5/3.77	70.4/4.00	70.4/4.03	72.1/4.24	62.3/3.73-3.77
3,3	bDGalp	103.6/4.72	71.6/3.95	77.0/4.29	68.7/4.20	76.1/3.80	61.8/3.80
3,2	Ac		23.8/2.06
3	bD6dxylHexpN-4-ulo	103.5/4.83	55.5/3.92	80.9/4.09		73.6/3.65	13.0/1.29
	aLRhap	102.1/5.02	71.5/4.24	80.9/3.88	72.1/3.51	70.8/3.84	17.7/1.28

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
3,3,3,0	x?Glc-ol	3.68 3.76	4.00	3.99	3.78	3.83	4.12
3,3,3	P
3,3,2	aDGalp	5.43	3.77	4.00	4.03	4.24	3.73 3.77
3,3	bDGalp	4.72	3.95	4.29	4.20	3.80	3.80
3,2	Ac		2.06
3	bD6dxylHexpN-4-ulo	4.83	3.92	4.09		3.65	1.29
	aLRhap	5.02	4.24	3.88	3.51	3.84	1.28

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
3,3,3,0	x?Glc-ol	63.7	73.4	79.0	70.5	71.2	67.9
3,3,3	P
3,3,2	aDGalp	97.2	69.5	70.4	70.4	72.1	62.3
3,3	bDGalp	103.6	71.6	77.0	68.7	76.1	61.8
3,2	Ac	175.1	23.8
3	bD6dxylHexpN-4-ulo	103.5	55.5	80.9	93.0	73.6	13.0
	aLRhap	102.1	71.5	80.9	72.1	70.8	17.7

There are 2 chemically distinct structures. Please, select:

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

SVG MW SMILES 3D mol Ionize