Structure of the O-specific polysaccharide of Xanthomonas campestris NCPPB 45 lipopolysaccharide

Bukharov, Alexander V.; Skvortsov, Igor M.; Игнатов, В. В.; Shashkov, Alexander S.; Knirel, Yu. A.; Dąbrowski, Janusz

doi:10.1016/0008-6215(93)80121-t

Cited by 15 publications

(8 citation statements)

References 9 publications

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“…The C3 resonance (81.61 ppm) of unit VI shows connectivity across the glycosidic linkage to the H1 resonance of system IV (a-L-Rhap residue) at 5.075 ppm, allowing the determination of the sequence a-L-Rhap-(l+3)-P-DGalp-(l-+2)-a-~-Rhap. Again, the C3 chemical shift of 81.61 pprn is in agreement with the glycosylation shifts reported in literature [32]. The H1 of system I11 shows an interresidue connectivity to a "C resonance which can be assigned to either the C4 of unit V or the C3 of unit 11, due to the proximity of their resonances.…”

Section: Identification Of the Monosaccharide 'H And 13c Spin Systemssupporting

confidence: 89%

Complete NMR Structural Elucidation of the Capsular Polysaccharide Adjuvant from Klebsiella I‐714

Adam

Rivière

Vercellone

et al. 1996

European Journal of Biochemistry

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The capsular polysaccharide (CPS) produced by the non‐pathogenic Klebsiella strain 1–714, selected for its immunomodulating activity, has been purified and almost completely detoxified in a previous study [Adam, O., Vercellone, A., Paul, F., Monsan, P. F. & Puzo, G. (1995)Anal. Biochem. 225, 321–3271, The present report concerns the structural elucidation of this CPS by several one‐dimensional and two‐dimensional 1H‐NMR and 13C‐NMR experiments performed on the native molecule. It was found to be a high molecular‐mass branched polymer constituted by a hexasaccharide repeating unit of following structure: The presence of two glycosidic substitutions on the Galp residue resulted in a strong overlapping of its proton signals, preventing direct assignment of both proton and carbon resonances. However, assignment could be achieved using the two‐bond and three‐bond 1H‐13C heteronuclear coupling observed in the 1H‐13C heteronuclear multiple‐bond correlation (HMBC) spectrum.

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Section: Identification Of the Monosaccharide 'H And 13c Spin Systemssupporting

confidence: 89%

Complete NMR Structural Elucidation of the Capsular Polysaccharide Adjuvant from Klebsiella I‐714

Adam

Rivière

Vercellone

et al. 1996

European Journal of Biochemistry

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“…Two earlier investigations [7,8] on the LPS from two other strains of X. hortorum mainly dealt with sugar compositions, which is different in the case of strain T646 [7], but shows similarities (Rha and Fuc3N are present) in the LPS from X. hortorum B‐1459 that had been obtained from the phenol phase of the phenol/water extraction [8]. Additionally, one O ‐specific polysaccharide (of strain NCPPB 45) has been characterised [17], consisting of a hexasaccharide repeating unit of 4 Rha, 1 Glc, and 1 GalA residues.…”

Section: Resultsmentioning

confidence: 99%

Isolation and characterisation of the lipopolysaccharide fromXanthomonas hortorumpv.vitians

Molinaro¹,

Lanzetta²,

Evidente³

et al. 1999

FEMS Microbiology Letters

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Xanthomonas hortorum pv. vitians is a Gram-negative bacterium that acts as the causative agent of bacterial leaf spot and headrot in lettuce. The lipopolysaccharide (LPS) of this bacterium is suspected to be an important molecule for adhesion to the plants. We have isolated the LPS, prepared the lipid A and the polysaccharide moieties thereof, and characterised all preparations by compositional analysis. Main sugar components are rhamnose and 3-acetamido-3,6-dideoxy-galactose which presumably furnish the O-specific polysaccharide. Other sugars are mannose, glucose, 6-deoxygalactose (fucose), and galacturonic acid, which should be core region constituents, and glucosamine, which builds up the carbohydrate backbone of lipid A. The LPS contains several phosphate groups, most of which are present in the core region. The main fatty acids in the lipid A are C10:0, 3-OH-C10:0 and 3-OH-C12:0. The latter is the only amide-linked fatty acid. Two fatty acids present in small amounts were identified, C8:0 and C11:0.

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“…However, knowledge of LPS structure and biosynthesis is still fragmentary for this species. Thus, there are contradictory reports on LPS composition (Volk 1968;Whit®eld et al 1981;Sutherland and Kennedy 1986;Ojanen et al 1993) and structure (Bukharov et al 1993). Early biochemical investigations detected a second type of LPS that is soluble in phenol (Hickman and Ashwell 1966) and contains D-rhamnose and the rare dideoxysugar residue N-acetyl-3-amino-3,6-dideoxy-D-galactose (Volk and Ashwell 1963;Ashwell and Volk 1965).…”

Section: Introductionmentioning

confidence: 94%

Lipopolysaccharide biosynthesis in Xanthomonas campestris pv. campestris: a cluster of 15 genes is involved in the biosynthesis of the LPS O-antigen and the LPS core

2001

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As a result of mutational and DNA sequence analysis, a wxc gene cluster involved in the synthesis of the surface lipopolysaccharide (LPS) was identified in Xanthomonas campestris pv. campestris. This gene cluster comprises 15 genes. It was located on a cloned 35-kb fragment of chromosomal DNA, close, but not directly adjacent, to previously characterized genes for LPS biosynthesis. The G + C content of all but one of the wxc genes was atypically low for X. campestris pv. campestris, while the G + C distribution was uniform throughout the cluster. An SDS-PAGE analysis of mutant strains defective in various wxc genes confirmed that genes from this cluster were involved in LPS biosynthesis. The mutant phenotypes allowed the differentiation of three regions within the wxc cluster. Genes from wxc region 1 are necessary for the biosynthesis of the water-soluble LPS O-antigen. Analysis of DNA and deduced amino acid sequences led to the identification of two glycosyltransferases, two components of an ABC transport system, and a possible kinase among the seven putative proteins encoded by genes constituting wxc region 1. The two genes in wxc region 2 were similar to gmd and rmd, which direct the synthesis of the sugar nucleotide GDP-D-rhamnose. Mutations affecting wxc region 2 demonstrated its involvement in the formation of the LPS core. Genes from wxc region 3 showed similarities to genes that code for enzymes that modify nucleotide sugars, and to components of sugar translocation systems that have so far been rarely described in bacteria.

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Structure of the O-specific polysaccharide of Xanthomonas campestris NCPPB 45 lipopolysaccharide

Cited by 15 publications

References 9 publications

Complete NMR Structural Elucidation of the Capsular Polysaccharide Adjuvant from Klebsiella I‐714

Complete NMR Structural Elucidation of the Capsular Polysaccharide Adjuvant from Klebsiella I‐714

Isolation and characterisation of the lipopolysaccharide fromXanthomonas hortorumpv.vitians

Lipopolysaccharide biosynthesis in Xanthomonas campestris pv. campestris: a cluster of 15 genes is involved in the biosynthesis of the LPS O-antigen and the LPS core

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