Structural analysis of the specific capsular polysaccharide of Rhodococcus equi serotype

1990 ◽  
Vol 68 (4) ◽  
pp. 778-789 ◽  
Author(s):  
Robert A. Leitch ◽  
James C. Richards
Keyword(s):  
Molecular Weight ◽  
Structural Analysis ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Rhodococcus Equi ◽  
Acid Moiety ◽  
Chemical Shift Correlation ◽  
Serotype 1 ◽  
Magnetic Resonances ◽  
Nuclear Magnetic

The specific capsular polysaccharide produced by Rhodococcus equi serotype 1 was found to be a high molecular weight acidic polymer composed of D-glucose, D-mannose, and D-glucuronic acid. Structural analysis of the polysaccharide employed a combination of chemical and nuclear magnetic resonance techniques, from which it was determined that the polysaccharide possessed a linear repeating tetrasaccharide unit containing a single O-acetyl substituent and an acetal-linked pyruvic acid moiety:[Formula: see text]The 1H and 13C nuclear magnetic resonances of O-deacetylated and pyruvic-free serotype 1 polysaccharides were fully assigned by homo- and hetero-nuclear chemical shift correlation methods.Key words: capsular polysaccharide, structural analysis, Rhodococcus equi.

The acidic specific capsular polysaccharide of Rhodococcusequi serotype 3. Structural elucidation and stereochemical analysis of the lactate ether and pyruvate acetal substituents

1992 ◽  
Vol 70 (10) ◽  
pp. 2664-2676 ◽  
Author(s):  
Wayne B. Severn ◽  
James C. Richards
Keyword(s):  
Molecular Weight ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Chemical Shift Correlation ◽  
Stereochemical Analysis ◽  
The Absolute ◽  
Absolute Chirality ◽  
Heteronuclear Chemical Shift ◽  
C Nmr

The specific capsular polysaccharide produced by Rhodococcusequi serotype 3 was found to be a high-molecular-weight acidic polymer composed of D-glucose, D-galactose, D-glucuronic acid, 4-O-[(S)-1-carboxyethyl]-D-mannose, and pyruvic acid in equal molar proportions. Structural analysis, employing a combination of chemical and nuclear magnetic resonance techniques, established that the polysaccharide is composed of linear repeating tetrasaccharide units,[Formula: see text]in which (R)-1-carboxyethylidene groups bridge the O-2 and O-3 positions of the β-D-glucuronic acid residues. The 1H and 13C NMR resonances of the native and depyruvulated serotype 3 polysaccharides were fully assigned by homo- and heteronuclear chemical shift correlation methods. The absolute configurations of the lactate-substituted mannopyranosyl residues and the pyruvate acetals were determined from 1H–1H NOE measurements on the intact polysaccharide. Unequivocal determination of the absolute chirality of the 4-O-[(S)-1-carboxyethyl]-β-D-mannopyranose residues was achieved by 1H–1H NOE measurements on an acetylated lactone derivative of the glycose.

Structural studies of the capsular polysaccharide from Haemophilus pleuropneumoniae serotype 2

1987 ◽  
Vol 65 (5) ◽  
pp. 414-422 ◽  
Author(s):  
Eleonora Altman ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Molecular Weight ◽  
Capsular Polysaccharide ◽  
Structural Studies ◽  
High Molecular Weight Polymer ◽  
Molecular Weight Polymer ◽  
Structure Formula ◽  
Nuclear Magnetic

The capsular polysaccharide of Haemophilus pleuropneumoniae serotype 2 (ATCC 27089) is composed of D-glucose (two parts), D-galactose (one part), glycerol (one part), and phosphate (one part). Hydrolysis, dephosphorylation, methylation, enzymic studies, and 1H and 13C nuclear magnetic resonance experiments showed that the polysaccharide is a high molecular weight polymer of a tetrasaccharide repeating units, linked by monophosphate diester and having the following structure:[Formula: see text]

Structural analysis of the specific capsular polysaccharide of Streptococcuspneumoniae type 22F

1989 ◽  
Vol 67 (6) ◽  
pp. 1038-1050 ◽  
Author(s):  
James C. Richards ◽  
Malcolm B. Perry ◽  
Peter J. Kniskern
Keyword(s):  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Periodate Oxidation ◽  
Resonance Spectroscopy ◽  
Methylation Analysis ◽  
Chemical Shift Correlation ◽  
Structure Formula ◽  
Correlation Techniques ◽  
Heteronuclear Chemical Shift ◽  
C Nmr

The structure of the specific capsular polysaccharide produced by Streptococcuspneumoniae type 22F (American type 22) was investigated by high-field 1H and 13C nuclear magnetic resonance spectroscopy, composition, methylation analysis, and periodate oxidation studies. The polysaccharide was found to be a high molecular weight acidic polymer composed of D-glucose, D-galactose, D-glucuronic acid, and L-rhamnose residues to form a regular repeating hexasaccharide unit having the structure[Formula: see text]in which the β-L-rhamnopyranosyl residues were substituted by O-acetyl groups in 80% of the repeating units. The 1H and 13C nmr resonances of the O-deacetylated type 22F polysaccharide were completely assigned by application of two-dimensional homo- and heteronuclear chemical shift correlation techniques. Keywords: Streptococcuspneumoniae polysaccharide, NMR analysis.

Structure of the capsular polysaccharide of Haemophilus pleuropneumoniae serotype 3

1987 ◽  
Vol 65 (11) ◽  
pp. 960-967 ◽  
Author(s):  
Eleonora Altman ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Molecular Weight ◽  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
High Molecular Weight ◽  
Capsular Polysaccharide ◽  
High Molecular Weight Polymer ◽  
Molecular Weight Polymer ◽  
Magnetic Resonance Studies ◽  
Structure Formula ◽  
Nuclear Magnetic

The capsular polysaccharide of Haemophilus pleuropneumoniae serotype 3 (ATCC 27090) is composed of D-galactose (one part), 2-acetamido-2-deoxy-D-glucose (one part), glycerol (one part), and phosphate (one part). From hydrolysis, dephosphorylation, methylation, and 1H and 13C nuclear magnetic resonance studies, the polysaccharide was found to be a high molecular weight polymer of a repeating trisaccharide unit, joined through monophosphate diester linkages and having the following structure:[Formula: see text]

Structure of the acidic capsular polysaccharide of Cryptococcus laurentii (NRRL Y-1401)

1982 ◽  
Vol 60 (2) ◽  
pp. 124-130 ◽  
Author(s):  
Malcolm B. Perry ◽  
Ann C. Webb
Keyword(s):  
Molecular Weight ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Optical Rotation ◽  
Periodate Oxidation ◽  
Regular Structure ◽  
Cryptococcus Laurentii ◽  
Partial Acid Hydrolysis ◽  
Magnetic Resonance Studies ◽  
Structure Formula

The capsular polysaccharide produced by Cryptococcus laurentii (NRRL Y-1401) is composed of D-mannose (3 mol), D-glucuronic acid (1 mol), D-xylose (1 mol), and O-acetyl (~1 mol). Methylation, periodate oxidation, partial acid hydrolysis, optical rotation, and nuclear magnetic resonance studies showed that the polysaccharide is a high molecular weight branched polymer of regular structure having a repeating pentasaccharide unit with the structure:[Formula: see text]

scholarly journals The poly-α- and -β-1,4-glucuronic acid moiety of teichuronopeptide from the cell wall of the alkalophilic Bacillus strain C-125

1990 ◽  
Vol 270 (2) ◽  
pp. 363-367 ◽  
Author(s):  
R Aono
Keyword(s):  
Cell Wall ◽  
Structural Analysis ◽  
Structural Component ◽  
Glucuronic Acid ◽  
Periodate Oxidation ◽  
Acid Moiety ◽  
Bacillus Strain ◽  
Smith Degradation ◽  
Polyglucuronic Acid ◽  
Alkalophilic Bacillus

Teichuronopeptide is a structural component of the cell wall of alkalophilic Bacillus strain C-125 and is a complex composed of polyglutamate and polyglucuronate. A structural analysis of the polyglucuronic acid moiety was carried out. Periodate oxidation and Smith degradation of the moiety, and enzymic analysis after reduction of glucuronic acid to glucose, revealed that glucuronic acid bound together with alternately alpha- and beta-1,4-linkages.

Structural elucidation of the capsular polysaccharide of Streptococcus pneumoniae type 9N

1983 ◽  
Vol 61 (10) ◽  
pp. 1102-1107 ◽  
Author(s):  
Karl-Gunnar Rosell ◽  
Harold J. Jennings
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Streptococcus Pneumoniae ◽  
Magnetic Resonance ◽  
Capsular Polysaccharide ◽  
Glucuronic Acid ◽  
Cross Reactivity ◽  
Structural Elucidation ◽  
Molar Ratio ◽  
The Cross ◽  
Nuclear Magnetic

The specific capsular polysaccharide of Streptococcus pneumoniae type 9N (American type 9) contains D-glucose, D-glucuronic acid, 2-acetamido-2-deoxy-D-glucose, and 2-acetamido-2-deoxy-D-mannose in the molar ratio of 2:1:1:1. Accumulated data from spectroscopic (13C and 1H nuclear magnetic resonance) and methylation analyses of the native and specifically degraded polysaccharide indicated that it was linear and composed of the following pentasaccharide repeating unit; —4)-α-D-GlcpA-(1 → 3)-α-D-Glcp-(1 → 3)-β-D-ManpNAc-(1 → 4)-α-D-Glcp-(1 → 4)-β-D-GlcpNAc(1 →. Structural regions in the type 9N polysaccharide common to those of types 9A, 9L, and 9V have been identified which account for the cross-reactivity of this groups of polysaccharides.

Structural analysis of the specific capsular polysaccharide of Rhodococcus equi serotype 2

1990 ◽  
Vol 206 (2) ◽  
pp. 311-332 ◽  
Author(s):  
Wayne B. Severn ◽  
James C. Richards
Keyword(s):  
Structural Analysis ◽  
Capsular Polysaccharide ◽  
Rhodococcus Equi

DEGRADATION OF THE POLYSACCHARIDE OF XANTHOMONAS PHASEOLI BY AN EXTRACELLULAR BACTERIAL ENZYME

1961 ◽  
Vol 7 (5) ◽  
pp. 815-825 ◽  
Author(s):  
S. M. Lesley
Keyword(s):  
Molecular Weight ◽  
Glucuronic Acid ◽  
Degradation Products ◽  
Extracellular Enzyme ◽  
Low Molecular Weight ◽  
Acid Moiety ◽  
Ph Optimum ◽  
Polysaccharide Degradation ◽  
Bacterial Enzyme ◽  
Stability Examination

A species of Bacillus isolated from soil was found to elaborate an inducible, extracellular enzyme capable of degrading the polysaccharide of Xanthomonas phaseoli to low-molecular-weight oligosaccharides. The enzyme was characterized with respect to pH optimum, ion requirement, and stability. Examination of the polysaccharide degradation products revealed that the glucuronic acid moiety of the polysaccharide was altered to a Δ4,5 unsaturated form as a result of enzyme action.

Structural studies of the capsular polysaccharide from Haemophilus pleuropneumoniae serotype l

1986 ◽  
Vol 64 (8) ◽  
pp. 707-716 ◽  
Author(s):  
Eleonora Altman ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Capsular Polysaccharide ◽  
Teichoic Acid ◽  
Proton Nuclear Magnetic Resonance ◽  
Partial Hydrolysis ◽  
Composition Analysis ◽  
Acid Type ◽  
Serotype 1 ◽  
Nuclear Magnetic

The capsular polysaccharide of Haemophilus pleuropneumoniae serotype 1 (ATCC 27088) was found to be a teichoic acid type polysaccharide of a repeating disaccharide unit composed of 2-acetamido-2-deoxy-D-glucose and D-galactose units. By composition analysis, methylation, partial hydrolysis, dephosphorylation, and one- and two-dimensional 500-MHz proton nuclear magnetic resonance experiments, together with 13C nuclear magnetic resonance studies, it was concluded that the capsular polysaccharide is a high molecular weight linear polymer having the structure:[Formula: see text]

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