6533b7cefe1ef96bd125723f

RESEARCH PRODUCT

Structure of a polysaccharide from the lipopolysaccharide of Vibrio vulnificus CECT4602 containing 2-acetamido-2,3,6-trideoxy-3-[(S)- and (R)-3-hydroxybutanoylamino]-l-mannose

Juan M. TomásSof'ya N. SenchenkovaSusana MerinoConsuelo EsteveYuriy A. KnirelAlexander S. ShashkovElena Alcaide

subject

Lipopolysaccharideschemistry.chemical_classificationMagnetic Resonance SpectroscopybiologyLipopolysaccharideStereochemistryMolecular Sequence DataPolysaccharides BacterialOrganic ChemistryMannoseGeneral MedicineVibrio vulnificusCarbon-13 NMRbiology.organism_classificationPolysaccharideBiochemistryAnalytical Chemistrychemistry.chemical_compoundCarbohydrate SequencechemistryAcid hydrolysisAcid treatmentMannoseVibrio vulnificus

description

A polysaccharide was isolated by GPC after mild acid treatment of the lipopolysaccharide of Vibrio vulnificus CECT4602 and found to contain L-Rha, D-GlcpNAc and 2-acetamido-2,3,6-trideoxy-3-(3-hydroxybutanoylamino)-L-mannose (L-RhaNAc3NHb). GLC analysis of the trifluoroacetylated (S)-2-octyl esters derived by full acid hydrolysis of the polysaccharide showed that approximately 80% of the 3-hydroxybutanoic acid has the S configuration and approximately 20% the R configuration. The following structure of the polysaccharide was established by (1)H and (13)C NMR spectroscopies, including 2D ROESY and (1)H/(13)C HMBC experiments: [carbohydrate sequence see in text].

https://doi.org/10.1016/j.carres.2008.12.012