Structural elucidation of the O-specific polysaccharide of the phenol-phase soluble lipopolysaccharide of Vibrio anguillarum

1987 ◽  
Vol 65 (1) ◽  
pp. 19-26 ◽  
Author(s):  
Joseph H. Banoub ◽  
Francis Michon ◽  
Howard J. Hodder
Keyword(s):  
Main Chain ◽  
Chromium Trioxide ◽  
Vibrio Anguillarum ◽  
Side Chain ◽  
Partial Hydrolysis ◽  
Two Dimensional ◽  
Methylation Analysis ◽  
Magnetic Resonance Studies ◽  
Specific Polysaccharide ◽  
Structure Formula

The structure of the O-specific polysaccharide of the phenol-soluble cellular lipopolysaccharide of Vibrio anguillarum has been investigated. The studies involved the use of methylation analysis, partial hydrolysis with 48% hydrogen fluoride, Smith degradation, oxidation with chromium trioxide, and comprehensive proton and carbon-13 nuclear magnetic resonance studies, in which one- and two-dimensional experiments were carried out. As a result of these studies it is proposed that the O-specific polysaccharide of Vibrio anguillarum is composed of a regular heteropolymer, i.e., a main chain of (1→4)-linked 3-acetamido-3,6-dideoxy-β-L-glucose residues alternately substituted through O-2 with side chain residues of 2-acetamido-2,6-dideoxy-α-D-glucose, which seem to be substituted through either O-3 or O-4 with propionyl groups (R), as in the following structure.[Formula: see text]

The structure of the antigenic lipopolysaccharide O-chain produced by Escherichiahermannii ATCC 33650 and 33652

1990 ◽  
Vol 68 (8) ◽  
pp. 1456-1466 ◽  
Author(s):  
Linda M. Beynon ◽  
David R. Bundle ◽  
Malcolm B. Perry
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Resolution ◽  
Molecular Modelling ◽  
Partial Hydrolysis ◽  
Two Dimensional ◽  
Methylation Analysis ◽  
Structure Formula ◽  
Structural Methods ◽  
Nuclear Magnetic

High resolution two-dimensional 1H and 13C nuclear magnetic resonance at 500 MHz was used in combination with molecular modelling to solve the structures of the antigenic O-polysaccharides produced by Escherichiahermannii strains ATCC 33650 and 33652. Classical structural methods such as methylation analysis, selective and partial hydrolysis, and periodate oxidations confirmed that the O-polysaccharides had a branched tetrasaccharide repeating unit with the structure:[Formula: see text]Keywords: Escherichiahermannii, lipopolysaccharide, magnetic resonance, polysaccharide.

scholarly journals Studies of the polysaccharide fraction from the lipopolysaccharide of Pseudomonas alcaligenes

1974 ◽  
Vol 139 (3) ◽  
pp. 633-643 ◽  
Author(s):  
James A. Lomax ◽  
George W. Gray ◽  
Stephen G. Wilkinson
Keyword(s):  
Gel Filtration ◽  
Periodate Oxidation ◽  
Side Chain ◽  
Partial Hydrolysis ◽  
Methylation Analysis ◽  
Mild Acid Hydrolysis ◽  
Pseudomonas Alcaligenes ◽  
Crude Polysaccharide ◽  
Hydrolysis Of ◽  
Mild Acid

Studies of the lipopolysaccharide of Pseudomonas alcaligenes strain BR 1/2 were extended to the polysaccharide moiety. The crude polysaccharide, obtained by mild acid hydrolysis of the lipopolysaccharide, was fractionated by gel filtration. The major fraction was the phosphorylated polysaccharide, for which the approximate proportions of residues were; glucose (2), rhamnose (0.7), heptose (2–3), galactosamine (1), alanine (1), 3-deoxy-2-octulonic acid (1), phosphorus (5–6). The heptose was l-glycero-d-manno-heptose. The minor fractions from gel filtration contained free 3-deoxy-2-octulonic acid, Pi and PPi. The purified polysaccharide was studied by periodate oxidation, methylation analysis, partial hydrolysis, and dephosphorylation. All the rhamnose and part of the glucose and heptose occur as non-reducing terminal residues. Other glucose residues are 3-substituted, and most heptose residues are esterified with condensed phosphate residues, possibly in the C-4 position. Free heptose and a heptosylglucose were isolated from a partial hydrolysate of the polysaccharide. The location of galactosamine in the polysaccharide was not established, but either the C-3 or C-4 position appears to be substituted and a linkage to alanine was indicated. In its composition, the polysaccharide from Ps. alcaligenes resembles core polysaccharides from other pseudomonads: no possible side-chain polysaccharide was detected.

Structure of the O-chain of the lipopolysaccharide of Haemophilus pleuropneumoniae serotype 1

1986 ◽  
Vol 64 (12) ◽  
pp. 1317-1325 ◽  
Author(s):  
Eleonora Altman ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Molecular Weight ◽  
Gel Electrophoresis ◽  
Lipid A ◽  
Polyacrylamide Gel Electrophoresis ◽  
Sodium Dodecyl ◽  
Two Dimensional ◽  
Magnetic Resonance Studies ◽  
Serotype 1 ◽  
Structure Formula ◽  
Phenol Water

By phenol-water extraction an aqueous-phase soluble cellular lipopolysaccharide was isolated from Haemophilus pleuropneumoniae serotype 1. It was shown by sodium dodecyl sulfate – polyacrylamide gel electrophoresis, hydrolysis, methylation, and both one- and two-dimensional 1H and 13C nuclear magnetic resonance studies to be an S-type lipopolysaccharide, which could be cleaved to yield a lipid A and an O-chain polysaccharide identified as a high molecular weight branched polymer of a tetrasaccharide repeating unit having the structure:[Formula: see text]

Structural investigation of the lipopolysaccharide core isolated from a virulent strain of Vibrio ordalii

1985 ◽  
Vol 63 (12) ◽  
pp. 1199-1205 ◽  
Author(s):  
Joseph H. Banoub ◽  
Howard J. Hodder
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Nitrous Acid ◽  
Structural Investigation ◽  
Chromium Trioxide ◽  
Virulent Strain ◽  
Partial Hydrolysis ◽  
Methylation Analysis ◽  
Core Oligosaccharide ◽  
The Core ◽  
Vibrio Ordalii

The structure of the core oligosaccharide of Vibrio ordalii has been investigated. The studies involved the use of nuclear magnetic resonance, methylation analysis, partial hydrolysis with hydrochloric acid, nitrous acid deamination, partial hydrolysis with sulfuric acid, Smith degradation, and oxidation with chromium trioxide. As a result of these studies the following structure is proposed.[Formula: see text]

Some structural features of the heteropolysaccharides of Candida bogoriensis

1968 ◽  
Vol 46 (21) ◽  
pp. 3407-3411 ◽  
Author(s):  
P. A. J. Gorin ◽  
J. F. T. Spencer
Keyword(s):  
Main Chain ◽  
Glucuronic Acid ◽  
Structural Features ◽  
Side Chain ◽  
Partial Hydrolysis ◽  
Exocellular Polysaccharides ◽  
Hydrolysis Of

The two exocellular polysaccharides of Candida bogoriensis contain D-mannose, D-fucose, L-rhamnose, D-glucuronic acid, and D-galactose residues. The main heteropolymer (> 80%) has an α-D-(1 → 3)-linked mannan main-chain as shown by successive Smith degradations. Partial hydrolysis of the heteropolymers provided several methylpentose-containing oligosaccharide fragments corresponding to possible side-chain components.

Structure of the lipopolysaccharide antigenic O-chain produced by Salmonella livingstone (O:6,7)

1989 ◽  
Vol 67 (6) ◽  
pp. 278-280 ◽  
Author(s):  
Jose Luis Di Fabio ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Resolution ◽  
Key Words ◽  
Methylation Analysis ◽  
High Molecular Weight Polymer ◽  
Molecular Weight Polymer ◽  
Magnetic Resonance Studies ◽  
Structure Formula

The lipopolysaccharide produced by Salmonella livingstone (O:6,7) was composed of an antigenic O-polysaccharide which was shown by composition, methylation analysis and high resolution nuclear magnetic resonance studies to be a high molecular weight polymer containing D-glucose, 2-acetamido-2-deoxy-D-glucose and D-mannose residues (1:1:4) composed in a repeating hexasaccharide unit having the structure:[Formula: see text]Key words: Salmonella livingstone, lipopolysaccharide, O-polysaccharide.

The structure of the specific capsular polysaccharide of Streptococcus pneumoniae type 11F (American type 11)

1985 ◽  
Vol 63 (9) ◽  
pp. 953-968 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry ◽  
Peter J. Kniskern
Keyword(s):  
Streptococcus Pneumoniae ◽  
Capsular Polysaccharide ◽  
Optical Rotation ◽  
Periodate Oxidation ◽  
Capsular Polysaccharides ◽  
Glycerol Phosphate ◽  
Part D ◽  
Magnetic Resonance Studies ◽  
Specific Polysaccharide ◽  
Structure Formula

The specific polysaccharide of Streptococcus pneumoniae type 11F (American type 11) is composed of 2-acetamido-2-deoxy-D-glucose (one part), D-glucose (one part), D-galactose (two parts), ribitol (one part), phosphate (one part), and O-acetyl (two parts). Hydrolysis, dephosphorylation, periodate oxidation, methylation, optical rotation, and 1H and 13C nuclear magnetic resonance studies showed that the polysaccharide is an unbranched linear polymer of a ribitol-phosphate substituted repeating tetrasaccharide unit having the structure:[Formula: see text]The specific capsular polysaccharides of S. pneumoniae type 11B and 11C (American types 76 and 53) were found to have the same tetrasaccharide repeating unit as the 11F polysaccharide, but differed from it in their mode of O-acetylation and the replacement of the ribitol phosphate by glycerol phosphate in the 11C specific polysaccharide.

Structural studies of the O-chain of the phenol-phase soluble lipopolysaccharide from Haemophilus pleuropneumoniae serotype 2

1987 ◽  
Vol 65 (10) ◽  
pp. 876-889 ◽  
Author(s):  
Eleonora Altman ◽  
Jean-Robert Brisson ◽  
David R. Bundle ◽  
Malcolm B. Perry
Keyword(s):  
Molecular Weight ◽  
Gel Electrophoresis ◽  
Lipid A ◽  
Polyacrylamide Gel Electrophoresis ◽  
Sodium Dodecyl ◽  
Two Dimensional ◽  
Structural Studies ◽  
Magnetic Resonance Studies ◽  
Structure Formula ◽  
Phenol Water

The phenol-phase soluble cellular lipopolysaccharide that was isolated by the phenol–water extraction from Haemophilus pleuropneumoniae serotype 2 was shown to be of the S type by sodium dodecyl sulfate – polyacrylamide gel electrophoresis, hydrolysis, methylation, specific degradations, and both one- and two-dimensional 1H and 13C nuclear magnetic resonance studies. It could be cleaved to yield a lipid A and an O-chain polysaccharide. This O-polysaccharide was identified as a high molecular weight unbranched linear polymer of a pentasaccharide repeating unit having the structure:[Formula: see text]

The specific capsular polysaccharide of Streptococcus pneumoniae type 33F

1984 ◽  
Vol 62 (8) ◽  
pp. 666-677 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry ◽  
Peter J. Kniskern
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Streptococcus Pneumoniae ◽  
Capsular Polysaccharide ◽  
Periodate Oxidation ◽  
Partial Hydrolysis ◽  
High Molecular Weight Polymer ◽  
Molecular Weight Polymer ◽  
Magnetic Resonance Studies ◽  
Structure Formula

The specific capsular polysaccharide of Streptococcus pneumoniae type 33F (American type 70) is composed of D-galactose (5 parts), D-glucose (1 part), and O-acetyl (ca. 0.4 parts). Periodate oxidation, partial hydrolysis, and 1H and 13C nuclear magnetic resonance studies showed that the polysaccharide is a high molecular weight polymer of a repeating hexasaccharide unit having the structure:[Formula: see text]

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