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Structural Study of the Lipopolysaccharide O‐Antigen Produced by the Emerging Cystic Fibrosis Pathogen Pandoraea pulmonicola
Author(s) -
Di Lorenzo Flaviana,
Silipo Alba,
Costello Anne,
Sturiale Luisa,
Garozzo Domenico,
Callaghan Máire,
Lanzetta Rosa,
Parrilli Michelangelo,
McClean Siobhán,
Molinaro Antonio
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200047
Subject(s) - chemistry , residue (chemistry) , monosaccharide , lipopolysaccharide , substituent , lipid a , stereochemistry , pathogen , microbiology and biotechnology , polysaccharide , virulence , strain (injury) , biochemistry , immunology , gene , biology , anatomy
This is the first report on the molecular structure of the O‐chain of the lipopolysaccharide produced by the emerging and highly virulent clinical isolate Pandoraea pulmonicola strain LMG 18108, an opportunistic human pathogen in cystic fibrosis patients. Monosaccharide analysis and 2D NMR spectroscopy revealed a novel polysaccharide, the structure of which consists of the trisaccharide repeating unit [→2‐β‐ D ‐Quip3NAcyl‐(1→4)‐α‐ D ‐GalpNAc‐(1→3)‐α‐ D ‐GlcpNAc‐1→] n . The quinovosamine residue was found to be linked by a very unusual acyl substituent, a five‐membered‐ring acyl residue, the 3‐hydroxy‐2,3‐dimethyl‐5‐oxoprolyl group.