Structural studies of the O-polysaccharide of Pragia fontium 97U124 containing 2-acetamido-2,4,6-trideoxy-4-(D-glyceroyl)amino-D-glucose.

The O-polysaccharide was obtained by acid hydrolysis of the lipopolysaccharide of Pragia fontium 97U124 and studied by sugar analysis and 1D and 2D NMR spectroscopy. A new bacillosamine derivative, 2-acetamido-2,4,6-trideoxy-4-(D-glyceroyl)amino-D-glucose (D-QuiNAc4NAcyl), was identified as a polysaccharide constituent. The following structure of the O-polysaccharide was established →3)-α-L-FucpNAc-(1→3)-α-L-FucpNAc-(1→3)-β-D-QuipNAc4NAcyl-(1→ This structure is closely related to that of the D-QuiNAc4NAc-containing O-polysaccharide of Pseudomonas aurantiaca IMV 31 established earlier (Knirel, Y.

Structure and genetics of the O-antigen of Cronobacter sakazakii G2726 (serotype O3) closely related to the O-antigen of C. muytjensii 3270.

The O-specific polysaccharide (O-antigen) was isolated from the lipopolysaccharide of Cronobacter sakazakii G2726 (serotype O3) and studied by sugar analysis, Smith degradation, and (1)H and (13)C NMR spectroscopy. The following structure of the acidic O-polysaccharide was established: [structure: see text]. This structure is closely related to that of the O-polysaccharide of Cronobacter muytjensii 3270, which has the same main chain and differs only in the lack of glucosylation.

Structures of a unique O-polysaccharide of Edwardsiella tarda PCM 1153 containing an amide of galacturonic acid with 2-aminopropane-1,3-diol and an abequose-containing O-polysaccharide shared by E. tarda PCM 1145, PCM 1151 and PCM 1158.

Lipopolysaccharides of four strains of Edwardsiella tarda were degraded by mild acid hydrolysis, and the released O-polysaccharides were isolated by GPC and studied by sugar and methylation analyses along with (1)H and (13)C NMR spectroscopy, including 2D (1)H, (1)H COSY, TOCSY, ROESY, (1)H, (13)C HMBC, HSQC and HSQC-TOCSY experiments. The O-polysaccharide from E. tarda PCM 1153 was found to contain D-GalA, D-GlcNAc, D-Gal and 2-amino-1,3-propanediol (GroN).

Structural analysis of the O-polysaccharide of the lipopolysaccharide from Azospirillum brasilense Jm6B2 containing 3-O-methyl-D-rhamnose (D-acofriose).

Two types of neutral O-polysaccharides were obtained by mild acid degradation of the lipopolysaccharide isolated by phenol-water extraction from the asymbiotic diazotrophic rhizobacterium Azospirillum brasilense Jm6B2. The following structure of the major O-polysaccharide was established by composition and methylation (ethylation) analyses, Smith degradation, and 1D and 2D (1)H and (13)C NMR spectroscopy: [structure: see text] where a non-stoichiometric (~60%) 3-O-methylation of D-rhamnose is indicated by italics.

The lipopolysaccharide from Capnocytophaga canimorsus reveals an unexpected role of the core-oligosaccharide in MD-2 binding.

Capnocytophaga canimorsus is a usual member of dog's mouths flora that causes rare but dramatic human infections after dog bites. We determined the structure of C. canimorsus lipid A.

Aeromonas surface glucan attached through the O-antigen ligase represents a new way to obtain UDP-glucose.

We previously reported that A. hydrophila GalU mutants were still able to produce UDP-glucose introduced as a glucose residue in their lipopolysaccharide core. In this study, we found the unique origin of this UDP-glucose from a branched α-glucan surface polysaccharide.

Effects of lipopolysaccharide biosynthesis mutations on K1 polysaccharide association with the Escherichia coli cell surface.

The presence of cell-bound K1 capsule and K1 polysaccharide in culture supernatants was determined in a series of in-frame nonpolar core biosynthetic mutants from Escherichia coli KT1094 (K1, R1 core lipopolysaccharide [LPS] type) for which the major core oligosaccharide structures were determined. Cell-bound K1 capsule was absent from mutants devoid of phosphoryl modifications on L-glycero-D-manno-heptose residues (HepI and HepII) of the inner-core LPS and reduced in mutants devoid of phosphoryl modification on HepII or devoid of HepIII. In contrast, in all of the mutants, K1 polysaccharide was found in culture supernatants.

Structure and gene cluster of the O-antigen of Escherichia coli O120.

The acidic O-polysaccharide (O-antigen) of Escherichia coli O120 was isolated from the lipopolysaccharide and studied by sugar analysis and NMR spectroscopy. The following structure of the branched hexasaccharide repeating unit was established, which is unique among the known structures of bacterial polysaccharides: [formula see text] The O-antigen gene cluster of E. coli O120 was sequenced.

Structure of the O-antigen of Budvicia aquatica 20186, a new bacterial polysaccharide that contains 3,6-dideoxy-4-C-[(S)-1-hydroxyethyl]-D-xylo-hexose (yersiniose A).

The following structure of the O-specific polysaccharide (O-antigen) of Budvicia aquatica 20186 was elucidated by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy: →4)-α-L-Rhap-(1→3)-α-D-Galp-(1→2)-α-Yerp-(1→3)-β-D-GalpNAc-(1→ where Yer stands for 3,6-dideoxy-4-C-[(S)-1-hydroxyethyl]-D-xylo-hexose (yersiniose A).

Structure of the O-polysaccharide of Photorhabdus luminescens subsp. laumondii containing D-glycero-D-manno-heptose and 3,6-dideoxy-3-formamido-D-glucose.

The O-polysaccharide from the lipopolysaccharide of a symbiotic bacterium Photorhabdus luminescens subsp. laumondii TT01 from an insect-pathogenic nematode was studied by sugar analysis and (1)H and (13)C NMR spectroscopy and found to contain D-glycero-D-manno-heptose (DDHep) and 3,6-dideoxy-3-formamido-D-glucose (D-Qui3NFo). The following structure of the pentasaccharide repeating unit of the O-polysaccharide was established:

Biochemical characterization of the CDP-D-arabinitol biosynthetic pathway in Streptococcus pneumoniae 17F.

Streptococcus pneumoniae is a major human pathogen associated with many diseases worldwide. Capsular polysaccharides (CPSs) are the major virulence factor. The biosynthetic pathway of D-arabinitol, which is present in the CPSs of several S.

Localization and molecular characterization of putative O antigen gene clusters of Providencia species.

Enterobacteria of the genus Providencia are opportunistic human pathogens associated with urinary tract and wound infections, as well as enteric diseases. The lipopolysaccharide (LPS) O antigen confers major antigenic variability upon the cell surface and is used for serotyping of Gram-negative bacteria. Recently, Providencia O antigen structures have been extensively studied, but no data on the location and organization of the O antigen gene cluster have been reported.

Revision of the O-polysaccharide structure of Yersinia pseudotuberculosis O:1a; confirmation of the function of WbyM as paratosyltransferase.

An O-polysaccharide was isolated by mild acid degradation at pH 4.5 of the long-chain lipopolysaccharide of Yersinia pseudotuberculosis PB1 (serotype O:1a) and studied using 2D NMR spectroscopy. It was found to contain two uncommon monosaccharides: paratose (3,6-dideoxy-d-ribo-hexose, Par) in the furanose form and 6-deoxy-d-manno-heptose (d-6dmanHep).

Structure and gene cluster of the O-antigen of Escherichia coli O41.

The acidic O-polysaccharide (O-antigen) of Escherichia coli O41 was studied by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy, and the following structure of the branched hexasaccharide repeating unit was established: This structure is unique among the known structures of bacterial polysaccharides. The O-antigen gene cluster of E. coli O41 was sequenced.

Structure of a polysaccharide from Providencia rustigianii O11 containing a novel amide of 2-acetamido-2-deoxygalacturonic acid with L-glutamyl-L-alanine.

An acidic polysaccharide was isolated from Providencia rustigianii O11 by the phenol-water extraction. The polysaccharide was cleaved by solvolysis with triflic acid to yield disaccharides with uronic acid derivatives at the non-reducing end. The polysaccharide and the disaccharides were studied by chemical analyses, high-resolution ESI MS, and 2D (1)H and (13)C NMR spectroscopy, and the following structure of the tetrasaccharide repeating unit of the polysaccharide was established: where GalNAcA stands for 2-acetamido-2-deoxygalacturonic acid, GalNAcA6GluAla for N-(2-acetamido-2-deoxygalacturonoyl)-l-glutam-1-yl-l-alanine, QuiNAc4NAcyl for 2-acetamido-4-[(S)-3-hydroxybutanoylamino]-2,4,6-trideoxyglucose (∼75%) or 2,4-diacetamido-2,4,6-trideoxyglucose (∼25%); the d configuration of GalNA and QuiN4N was ascribed tentatively.

Structure of the O-polysaccharide chain of the lipopolysaccharide of Psychrobacter muricolla 2pS(T) isolated from overcooled water brines within permafrost.

Psychrotrophic bacteria of the genus Psychrobacter have not been studied in respect to lipopolysaccharide structure. In this work, we determined the structure of the O-specific polysaccharide of the lipopolysaccharide of Psychrobacter muricolla 2pS(T) isolated from overcooled (-9°C) water brines within permafrost. The polysaccharide was found to be acidic due to the presence of an amide of 2-acetamido-2-deoxy-l-guluronic acid with glycine (l-GulNAcA6Gly), which has not been hitherto found in nature.

Reflectron MALDI TOF and MALDI TOF/TOF mass spectrometry reveal novel structural details of native lipooligosaccharides.

Lipooligosaccharides (LOS) are powerful Gram-negative glycolipids that evade the immune system and invade host animal and vegetal cells. The structural elucidation of LOS is pivotal to understanding the mechanisms of infection at the molecular level. The amphiphilic nature of LOS has been the main obstacle for structural analysis by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry (MS).

Structure of the O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O48.

An O-polysaccharide was isolated by mild acid degradation of the lipopolysaccharide of Providencia alcalifaciens O48 and studied by sugar and methylation analyses along with (1)H and (13)C NMR spectroscopy, including 2D COSY, TOCSY, ROESY and (1)H,(13)C HSQC and HMBC experiments. It was found that the polysaccharide is acidic and has a linear mono-O-acetylated tetrasaccharide repeating unit with the following structure: →3)-α-D-Manp-(1→2)-α-L-Fucp-(1→2)-β-D-GlcpA4Ac-(1→3)-α-D-GalpNAc-(1→.

Structure and gene cluster of the O-antigen of Escherichia coli O19ab.

The O-polysaccharide (O-antigen) of Escherichia coli O19ab was studied by sugar analysis along with 1D and 2D (1)H and (13)C NMR spectroscopy. The following structure of the linear pentasaccharide repeating unit was established: [See formula in text] where the degree of O-acetylation of GlcNAc is ∼33%. The O-antigen gene cluster of E.

Structural peculiarities of the O-specific polysaccharides of Azospirillum bacteria of serogroup III.

Lipopolysaccharides and O-specific polysaccharides were isolated from the outer membrane of bacterial cells of three strains belonging to two Azospirillum species, and their structures were established by monosaccharide analysis including determination of the absolute configurations, methylation analysis, and one- and two-dimensional NMR spectroscopy. It was shown that while having the identical composition, the O-polysaccharides have different branched tetrasaccharide repeating units. Two neutral polysaccharides were found in the lipopolysaccharide of A.

Structure elucidation of the O-Antigen of Salmonella enterica O51 and its structural and genetic relation to the O-Antigen of Escherichia coli O23.

The O-polysaccharide (O-antigen) of Salmonella enterica O51 was isolated by mild acid degradation of the lipopolysaccharide and its structure was established using sugar analysis and NMR spectroscopy. The O-antigen of Escherichia coli O23, whose structure was elucidated earlier, possesses a similar structure and differs only in the presence of an additional lateral α-D-Glcp residue at position 6 of the GlcNAc residue in the main chain. Sequencing of the O-antigen gene clusters of S.

Structure of the O-polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O28.

An O-polysaccharide and oligosaccharides were isolated by GPC following mild acid degradation of the lipopolysaccharide of Providencia alcalifaciens O28. The O-polysaccharide was studied by sugar and methylation analyses, (1)H and (13)C NMR spectroscopy, including 2D ROESY and H-detected (1)H,(13)C HSQC and HMBC experiments, and the following structure of the branched pentasaccharide repeating unit was established: [see formula in text]. This structure was confirmed by ESI MS of the isolated tridecasaccharide consisting of the lipopolysaccharide core and one O-polysaccharide repeat.

Identification of the two glycosyltransferase genes responsible for the difference between Escherichia coli O107 and O117 O-antigens.

The O-antigen is one of the most variable Gram-negative cell constituents, and its specificity is important for bacterial niche adaptation. The observed diversity of O-antigen forms is mainly due to genetic variations in O-antigen gene clusters. Less common is a change of gene function due to nucleotide substitution; a new instance of which is reported here.

Structure of the major O-specific polysaccharide from the lipopolysaccharide of Pseudomonas fluorescens BIM B-582: identification of 4-deoxy-D-xylo-hexose as a component of bacterial polysaccharides.

A novel constituent of bacterial polysaccharides, 4-deoxy-D-xylo-hexose (D-4dxylHex), was found in the major O-specific polysaccharide from the lipopolysaccharide of Pseudomonas fluorescens BIM B-582. D-4dxylHex was isolated in the free state by paper chromatography after full acid hydrolysis of the polysaccharide and identified by GLC-mass spectrometry, 1H and 13C NMR spectroscopy, and specific rotation. It occurs as a lateral substituent in ∼40% of the oligosaccharide repeating units, making the polysaccharide devoid of strict regularity.