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

]

The structure was elucidated in this paper
NCBI PubMed ID: 9492283
Journal NLM ID: 0107600
Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Correspondence: O.Holst

fz-borstel.de
Institutions: Division of Medical and Biochemical Microbiology, Research Centre Borstel, Centre for Medicine and Biosciences, Germany.

A polysaccharide containing D-GalNAc, D-Glc and 4-acetamido-4,6-dideoxy-D-glucose (Qui4NAc) was isolated from the phenol-soluble lipopolysaccharide originating from Acinetobacter baumannii strain 9. The structure of the repeating unit was shown by means of monosaccharide analyses, Smith-degradation, partial acid hydrolysis, mass spectrometry, and NMR spectroscopy to be a branched pentasaccharide, in which the tetrasaccharide backbone is built from amino sugars only.[formula: see text].The polysaccharide was identified by serological and western blot analyses as the O-antigen of the lipopolysaccharide.

Lipopolysaccharide, LPS, DNA, strain, structural, O-antigen, O antigen, group, Acinetobacter, Acinetobacter baumannii, structural studies, phenol soluble, Phenol, soluble

Structure type: polymer chemical repeating unit
Location inside paper: Abstract, structure 1
Trivial name: type K57 CPS
Compound class: CPS, O-polysaccharide, O-antigen
Contained glycoepitopes: IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_141582,IEDB_141584,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_885822,IEDB_983931,SB_192

Methods: methylation, NMR-2D, partial acid hydrolysis, NMR, Smith degradation
Comments, role: Acinetobacter baumannii 9(DNA group 2)

Related record ID(s): 507
NCBI Taxonomy refs (TaxIDs): 470
Reference(s) to other database(s): GTC:G82786KR, GlycomeDB:25210, SpecDB: ol.9
Show glycosyltransferases

NMR conditions: in D2O at 333 K [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
3,4,3,4	Ac
3,4,3	bDQuip4N	105.5	73.25	79.50	57.70	72.14	17.93
3,4,2	Ac
3,4,6	aDGlcp	99.89	72.73	74.47	70.97	73.26	61.49-62.01
3,4	aDGalpN	99.61	49.99	78.14	69.41	69.99	67.37
3,2	Ac
3	aDGalpN	94.94	51.09	68.45	77.53	71.46-73.26	61.49-62.01
2	Ac
	aDGalpN	99.88	48.94	73.90	65.82	71.46-73.26	61.49-62.01


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
3,4,3,4	Ac
3,4,3	bDQuip4N	4.59	3.44	3.73	3.73	3.55	1.17
3,4,2	Ac
3,4,6	aDGlcp	4.92	3.53	3.68	3.40	3.63	?
3,4	aDGalpN	4.96	4.42	4.12	4.27	4.54	3.69-3.81
3,2	Ac
3	aDGalpN	5.14	4.30	3.87	4.09	4.32	?
2	Ac
	aDGalpN	5.07	4.43	3.98	4.19	3.89	?


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
3,4,3,4	Ac
3,4,3	bDQuip4N	105.5/4.59	73.25/3.44	79.50/3.73	57.70/3.73	72.14/3.55	17.93/1.17
3,4,2	Ac
3,4,6	aDGlcp	99.89/4.92	72.73/3.53	74.47/3.68	70.97/3.40	73.26/3.63	61.49-62.01/?
3,4	aDGalpN	99.61/4.96	49.99/4.42	78.14/4.12	69.41/4.27	69.99/4.54	67.37/3.69-3.81
3,2	Ac
3	aDGalpN	94.94/5.14	51.09/4.30	68.45/3.87	77.53/4.09	71.46-73.26/4.32	61.49-62.01/?
2	Ac
	aDGalpN	99.88/5.07	48.94/4.43	73.90/3.98	65.82/4.19	71.46-73.26/3.89	61.49-62.01/?

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
3,4,3,4	Ac
3,4,3	bDQuip4N	4.59	3.44	3.73	3.73	3.55	1.17
3,4,2	Ac
3,4,6	aDGlcp	4.92	3.53	3.68	3.40	3.63	?
3,4	aDGalpN	4.96	4.42	4.12	4.27	4.54	3.69 3.81
3,2	Ac
3	aDGalpN	5.14	4.30	3.87	4.09	4.32	?
2	Ac
	aDGalpN	5.07	4.43	3.98	4.19	3.89	?

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
3,4,3,4	Ac
3,4,3	bDQuip4N	105.5	73.25	79.50	57.70	72.14	17.93
3,4,2	Ac
3,4,6	aDGlcp	99.89	72.73	74.47	70.97	73.26	61.49 62.01
3,4	aDGalpN	99.61	49.99	78.14	69.41	69.99	67.37
3,2	Ac
3	aDGalpN	94.94	51.09	68.45	77.53	71.46 73.26	61.49 62.01
2	Ac
	aDGalpN	99.88	48.94	73.90	65.82	71.46 73.26	61.49 62.01

There is only one chemically distinct structure:

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

SVG MW SMILES 3D mol Ionize