title: The unique structure of complete lipopolysaccharide isolated from semi-rough Plesiomonas shigelloides O37 (strain CNCTC 39/89) containing (2S)-O-(4-oxopentanoic acid)-α-D-Glcp (α-D-Lenose).
abstract: The complete structure of semi-rough lipopolysaccharide (SR-LPS) of Plesiomonas shigelloides CNCTC 39/89 (serotype O37) has been investigated by (1)H and (13)C NMR spectroscopy, matrix-assisted laser-desorption/ionization time-of-flight MS, and chemical methods. The following structure of the single unit of the O-antigen has been established: [formula see text] in which α-D-Lenp is (2S)-O-(4-oxopentanoic acid)-α-D-Glcp residue which has not been found in nature. The absolute configuration of oxopentanoic acid moiety in α-d-Lenose residue was determined by NOESY experiment combined with molecular modeling (MM2 force field). The decasaccharide core is substituted at C-4 of the β-D-Glcp residue with a single pentasaccharide unit. Lipid A is built of a β-D-GlcpN4P-(1→6)-α-D-GlcpN1P disaccharide asymmetrically substituted with fatty acids. It was concluded that the core oligosaccharide and the lipid A are identical with those in P. shigelloides CNCTC 113/92 Niedziela et al. (2002)(9) and Lukasiewicz et al. (2006).(10.)
authors.affiliation: Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigla 12, PL-53-114 Wroclaw, Poland. Marta.Kaszowska@iitd.pan.wroc.pl
authors.forename: Marta
authors.initials: M
authors.lastname: Kaszowska
authors.forename: Wojciech
authors.initials: W
authors.lastname: Jachymek
authors.forename: Jolanta
authors.initials: J
authors.lastname: Lukasiewicz
authors.forename: Tomasz
authors.initials: T
authors.lastname: Niedziela
authors.forename: Lennart
authors.initials: L
authors.lastname: Kenne
authors.forename: Czeslaw
authors.initials: C
authors.lastname: Lugowski
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005960:Glucosides / Q000737:chemistry*; D007982:Levulinic Acids / Q000737:chemistry*; D008958:Models, Molecular; D008969:Molecular Sequence Data; D019081:O Antigens / Q000737:chemistry* / Q000302:isolation & purification; D016981:Plesiomonas / Q000737:chemistry*
chemical_list: D005960:Glucosides; D007982:Levulinic Acids; D019081:O Antigens
keywords: CNCTC; COSY; Czech National Collection of Type Cultures; DEPT; GC; HMBC; HSQC; MALDI-TOF; MALDI-TOF MS; MM2; MM2 force field; MS; NMR; NOESY; OS; Oxopentanoic acid; Plesiomonas shigelloides; SR-LPS; Semi-rough lipopolysaccharide; TOCSY; correlated spectroscopy; distortionless enhancement by polarization transfer; gas chromatography; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; mass spectrometry; matrix-assisted laser-desorption/ionization time-of-flight; molecular mechanics version; nuclear Overhauser effect spectroscopy; nuclear magnetic resonance; oligosaccharide; semi-rough lipopolysaccharide; total correlation spectroscopy