Literature DB >> 12658652

The structure of lipid A of the lipopolysaccharide from Burkholderia caryophylli with a 4-amino-4-deoxy-L-arabinopyranose 1-phosphate residue exclusively in glycosidic linkage.

Antonio Molinaro1, Buko Lindner, Cristina De Castro, Birte Nolting, Alba Silipo, Rosa Lanzetta, Michelangelo Parrilli, Otto Holst.   

Abstract

From the lipopolysaccharides (LPSs) of the plant-pathogenic bacterium Burkholderia caryophylli, the complete structure of lipid A has been characterized. For the first time, a 4-amino-4-deoxy-L-arabinopyranose 1-phosphate residue was proven to be exclusively linked to the reducing end of lipid A from a wild-type LPS. The LPSs of B. caryophylli were degraded by mild acetate buffer hydrolysis at pH 4.4. The obtained lipid A was analyzed as such, and also after de-O-acylation or dephosphorylation. The structure of lipid A was identified mainly by means of matrix-assisted laser desorption/ionisation mass spectrometry, and by various 1D and 2D (1)H and (13)C NMR spectroscopic measurements.

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Year:  2003        PMID: 12658652     DOI: 10.1002/chem.200390177

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  9 in total

1.  A putative gene cluster for aminoarabinose biosynthesis is essential for Burkholderia cenocepacia viability.

Authors:  Ximena P Ortega; Silvia T Cardona; Alan R Brown; Slade A Loutet; Ronald S Flannagan; Dominic J Campopiano; John R W Govan; Miguel A Valvano
Journal:  J Bacteriol       Date:  2007-03-02       Impact factor: 3.490

2.  Novel modification of lipid A of Francisella tularensis.

Authors:  Nancy J Phillips; Birgit Schilling; Molly K McLendon; Michael A Apicella; Bradford W Gibson
Journal:  Infect Immun       Date:  2004-09       Impact factor: 3.441

Review 3.  Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: An update for 2003-2004.

Authors:  David J Harvey
Journal:  Mass Spectrom Rev       Date:  2009 Mar-Apr       Impact factor: 10.946

4.  Structural and biological diversity of lipopolysaccharides from Burkholderia pseudomallei and Burkholderia thailandensis.

Authors:  Vidhya Novem; Guanghou Shui; Dongling Wang; Anne K Bendt; Siew Hoon Sim; Yichun Liu; Tuck Weng Thong; Suppiah Paramalingam Sivalingam; Eng Eong Ooi; Markus R Wenk; Gladys Tan
Journal:  Clin Vaccine Immunol       Date:  2009-08-19

5.  Functional analysis of the protein machinery required for transport of lipopolysaccharide to the outer membrane of Escherichia coli.

Authors:  Paola Sperandeo; Fion K Lau; Andrea Carpentieri; Cristina De Castro; Antonio Molinaro; Gianni Dehò; Thomas J Silhavy; Alessandra Polissi
Journal:  J Bacteriol       Date:  2008-04-18       Impact factor: 3.490

6.  A sensitive liquid chromatography/mass spectrometry-based assay for quantitation of amino-containing moieties in lipid A.

Authors:  Thomas F Kalhorn; Anahita Kiavand; Ilana E Cohen; Amanda K Nelson; Robert K Ernst
Journal:  Rapid Commun Mass Spectrom       Date:  2009-02       Impact factor: 2.419

7.  Biosynthesis and structure of the Burkholderia cenocepacia K56-2 lipopolysaccharide core oligosaccharide: truncation of the core oligosaccharide leads to increased binding and sensitivity to polymyxin B.

Authors:  Ximena Ortega; Alba Silipo; M Soledad Saldías; Christa C Bates; Antonio Molinaro; Miguel A Valvano
Journal:  J Biol Chem       Date:  2009-06-12       Impact factor: 5.157

8.  Chemical synthesis of Burkholderia Lipid A modified with glycosyl phosphodiester-linked 4-amino-4-deoxy-β-L-arabinose and its immunomodulatory potential.

Authors:  Ralph Hollaus; Simon Ittig; Andreas Hofinger; Mira Haegman; Rudi Beyaert; Paul Kosma; Alla Zamyatina
Journal:  Chemistry       Date:  2015-01-28       Impact factor: 5.236

Review 9.  Aminosugar-based immunomodulator lipid A: synthetic approaches.

Authors:  Alla Zamyatina
Journal:  Beilstein J Org Chem       Date:  2018-01-04       Impact factor: 2.883

  9 in total

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