Literature DB >> 16807947

Lipopolysaccharides from Serratia marcescens possess one or two 4-amino-4-deoxy-L-arabinopyranose 1-phosphate residues in the lipid A and D-glycero-D-talo-oct-2-ulopyranosonic acid in the inner core region.

Evgeny Vinogradov1, Buko Lindner, Guntram Seltmann, Joanna Radziejewska-Lebrecht, Otto Holst.   

Abstract

The carbohydrate backbones of the core-lipid A region were characterized from the lipopolysaccharides (LPSs) of Serratia marcescens strains 111R (a rough mutant strain of serotype O29) and IFO 3735 (a smooth strain not serologically characterized but possessing the O-chain structure of serotype O19). The LPSs were degraded either by mild hydrazinolysis (de-O-acylation) and hot 4 M KOH (de-N-acylation), or by hydrolysis in 2 % aqueous acetic acid, or by deamination. Oligosaccharide phosphates were isolated by high-performance anion-exchange chromatography. Through the use of compositional analysis, electrospray ionization Fourier transform mass spectrometry, and 1H and 13C NMR spectroscopy applying various one- and two-dimensional experiments, we identified the structures of the carbohydrate backbones that contained D-glycero-D-talo-oct-2-ulopyranosonic acid and 4-amino-4-deoxy-L-arabinose 1-phosphate residues. We also identified some truncated structures for both strains. All sugars were D-configured pyranoses and alpha-linked, except where stated otherwise.

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Year:  2006        PMID: 16807947     DOI: 10.1002/chem.200600186

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


  13 in total

1.  Efficient Synthesis of 4-Amino-4-deoxy-L-arabinose and Spacer-equipped 4-Amino-4-deoxy-L-arabinopyranosides by Transglycosylation Reactions.

Authors:  Bernhard Müller; Markus Blaukopf; Andreas Hofinger; Alla Zamyatina; Helmut Brade; Paul Kosma
Journal:  Synthesis (Stuttg)       Date:  2010-09       Impact factor: 3.157

2.  Surface changes and polymyxin interactions with a resistant strain of Klebsiella pneumoniae.

Authors:  Tony Velkov; Zakuan Z Deris; Johnny X Huang; Mohammad A K Azad; Mark Butler; Sivashangarie Sivanesan; Lisa M Kaminskas; Yao-Da Dong; Ben Boyd; Mark A Baker; Matthew A Cooper; Roger L Nation; Jian Li
Journal:  Innate Immun       Date:  2013-07-25       Impact factor: 2.680

3.  A Genome-Scale Antibiotic Screen in Serratia marcescens Identifies YdgH as a Conserved Modifier of Cephalosporin and Detergent Susceptibility.

Authors:  Jacob E Lazarus; Alyson R Warr; Kathleen A Westervelt; David C Hooper; Matthew K Waldor
Journal:  Antimicrob Agents Chemother       Date:  2021-09-07       Impact factor: 5.191

4.  Molecular basis for the increased polymyxin susceptibility of Klebsiella pneumoniae strains with under-acylated lipid A.

Authors:  Tony Velkov; Rachel L Soon; Pei L Chong; Johnny X Huang; Matthew A Cooper; Mohammad A K Azad; Mark A Baker; Philip E Thompson; Kade Roberts; Roger L Nation; Abigail Clements; Richard A Strugnell; Jian Li
Journal:  Innate Immun       Date:  2012-09-24       Impact factor: 2.680

5.  Synthesis of Lipid A and Inner Core LPS ligands containing 4-amino-4-deoxy-l-arabinose units.

Authors:  Alla Zamyatina; Ralph Hollaus; Markus Blaukopf; Paul Kosma
Journal:  Pure Appl Chem       Date:  2011-11-19       Impact factor: 2.453

Review 6.  The structural diversity of carbohydrate antigens of selected gram-negative marine bacteria.

Authors:  Evgeny L Nazarenko; Russell J Crawford; Elena P Ivanova
Journal:  Mar Drugs       Date:  2011-10-14       Impact factor: 6.085

7.  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 8.  Mechanisms of polymyxin resistance: acquired and intrinsic resistance in bacteria.

Authors:  Abiola O Olaitan; Serge Morand; Jean-Marc Rolain
Journal:  Front Microbiol       Date:  2014-11-26       Impact factor: 5.640

9.  Synthesis of Neoglycoconjugates Containing 4-Amino-4-deoxy-l-arabinose Epitopes Corresponding to the Inner Core of Burkholderia and Proteus Lipopolysaccharides.

Authors:  Markus Blaukopf; Bernhard Müller; Andreas Hofinger; Paul Kosma
Journal:  European J Org Chem       Date:  2011-11-16

10.  Molecular Characterization of Lipopolysaccharide Binding to Human α-1-Acid Glycoprotein.

Authors:  Johnny X Huang; Mohammad A K Azad; Elizabeth Yuriev; Mark A Baker; Roger L Nation; Jian Li; Matthew A Cooper; Tony Velkov
Journal:  J Lipids       Date:  2012-12-20
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