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Taxonomic group: bacteria / Proteobacteria (Phylum: Proteobacteria)
Host organism: Homo sapiens
Associated disease: infection due to Acinetobacter baumannii [ICD11: XN8LS

]

The structure was elucidated in this paper
NCBI PubMed ID: 26057991
Publication DOI: 10.1016/j.carres.2015.05.003
Journal NLM ID: 0043535
Publisher: Elsevier
Correspondence: Y.A. Knirel <yknirel

gmail.com>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, State Research Center for Applied Microbiology and Biotechnology, Obolensk, Moscow Region, Russia, M. M. Shemyakin and Y. A. Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia, School of Molecular Bioscience, The University of Sydney, Sydney, Australia, School of Biomedical Sciences, Queensland University of Technology, Brisbane, Australia, Moscow Institute of Physics and Technology, Dolgoprudny, Moscow Region, Russia

Capsular polysaccharide (CPS) was isolated from Acinetobacter baumannii NIPH146, and the following structure of branched pentasaccharide repeating unit was established by sugar analyses along with 1D and 2D NMR spectroscopy: In comparison to most other known capsular polysaccharides of A. baumannii, the CPS studied is neutral and lacks any specific monosaccharide component. The synthesis, assembly and export of this structure could be attributed to genes in a novel capsule biosynthesis gene cluster, designated KL37, which was found in the NIPH146 genome. The CPS of A. baumannii NIPH146 shares the α-d-Galp-(1→6)-β-d-Glcp-(1→3)-d-GalpNAc-(1→ trisaccharide fragment with the CPS units of several A. baumannii strains, including ATCC 17978 and LUH 5537 that carry the KL3 and KL22 gene clusters, respectively. KL37 contains two genes for glycosyltransferases that are related to two glycosyltransferase genes present in both KL3 and KL22, and the encoded proteins could be tentatively assigned to linkages between sugars in the CPS repeat.

Acinetobacter baumannii, capsular polysaccharide structure, glycosyltransferase, K locus, KL37 gene cluster

Structure type: polymer chemical repeating unit
Location inside paper: abstract, p.14, chart 1 (top)
Compound class: CPS
Contained glycoepitopes: IEDB_130648,IEDB_136906,IEDB_137472,IEDB_137473,IEDB_140529,IEDB_141794,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_167069,IEDB_190606,IEDB_983931,SB_192,SB_25,SB_7

Methods: 13C NMR, 1H NMR, NMR-2D, sugar analysis, acid hydrolysis, GLC, NMR-1D, bioinformatic analysis
Biosynthesis and genetic data: genetic data

Related record ID(s): 30915
NCBI Taxonomy refs (TaxIDs): 1217639
Reference(s) to other database(s): GTC:G71656OE
Show glycosyltransferases

NMR conditions: in D2O at 293 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3,6,4,2	Ac	175.8-175.9	23.7
3,6,4,6	bDGlcp	104.0	74.3	77.0	71.0	77.1	62.1
3,6,4	bDGalpN	102.9	53.6	72.2	80.9	74.7	70.2
3,6	aDGalp	99.6	68.8	69.1	77.4	71.4	62.1
3	bDGlcp	105.5	74.3	77.0	70.3	75.5	66.7
2	Ac	175.8-175.9	23.7
	bDGalpN	104.4	52.8	81.7	69.2	75.8	62.5


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
3,6,4,2	Ac	-	2.03-2.07
3,6,4,6	bDGlcp	4.48	3.29	3.48	3.39	3.45	3.72-3.92
3,6,4	bDGalpN	4.91	3.91	3.77	3.91	3.83	3.90-4.06
3,6	aDGalp	4.96	3.74	3.94	4.36	3.94	3.81-3.81
3	bDGlcp	4.53	3.31	3.47	3.60	3.60	3.72-4.01
2	Ac	-	2.03-2.07
	bDGalpN	4.67	4.12	3.85	4.15	3.70	3.81


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
3,6,4,2	Ac		23.7/2.03-2.07
3,6,4,6	bDGlcp	104.0/4.48	74.3/3.29	77.0/3.48	71.0/3.39	77.1/3.45	62.1/3.72-3.92
3,6,4	bDGalpN	102.9/4.91	53.6/3.91	72.2/3.77	80.9/3.91	74.7/3.83	70.2/3.90-4.06
3,6	aDGalp	99.6/4.96	68.8/3.74	69.1/3.94	77.4/4.36	71.4/3.94	62.1/3.81-3.81
3	bDGlcp	105.5/4.53	74.3/3.31	77.0/3.47	70.3/3.60	75.5/3.60	66.7/3.72-4.01
2	Ac		23.7/2.03-2.07
	bDGalpN	104.4/4.67	52.8/4.12	81.7/3.85	69.2/4.15	75.8/3.70	62.5/3.81

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
3,6,4,2	Ac		2.03 2.07
3,6,4,6	bDGlcp	4.48	3.29	3.48	3.39	3.45	3.72 3.92
3,6,4	bDGalpN	4.91	3.91	3.77	3.91	3.83	3.90 4.06
3,6	aDGalp	4.96	3.74	3.94	4.36	3.94	3.81 3.81
3	bDGlcp	4.53	3.31	3.47	3.60	3.60	3.72 4.01
2	Ac		2.03 2.07
	bDGalpN	4.67	4.12	3.85	4.15	3.70	3.81

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
3,6,4,2	Ac	175.8 175.9	23.7
3,6,4,6	bDGlcp	104.0	74.3	77.0	71.0	77.1	62.1
3,6,4	bDGalpN	102.9	53.6	72.2	80.9	74.7	70.2
3,6	aDGalp	99.6	68.8	69.1	77.4	71.4	62.1
3	bDGlcp	105.5	74.3	77.0	70.3	75.5	66.7
2	Ac	175.8 175.9	23.7
	bDGalpN	104.4	52.8	81.7	69.2	75.8	62.5

There is only one chemically distinct structure:

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

SVG MW SMILES 3D mol Ionize