Structural elucidation of the 3-deoxy-D-manno-octulosonic acid containing meningococcal 29-e capsular polysaccharide antigen using carbon-13 nuclear magnetic resonance

Biochemistry ◽  
1978 ◽  
Vol 17 (4) ◽  
pp. 645-651 ◽  
Author(s):  
Apurba K. Bhattacharjee ◽  
Harold J. Jennings ◽  
C. Paul Kenny
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Capsular Polysaccharide ◽  
Structural Elucidation ◽  
Polysaccharide Antigen ◽  
Nuclear Magnetic

Structural elucidation of the capsular polysaccharide antigen of Neisseria meningitidis serogroup Z using 13C nuclear magnetic resonance

1979 ◽  
Vol 57 (22) ◽  
pp. 2902-2907 ◽  
Author(s):  
Harold J. Jennings ◽  
Karl-Gunnar Rosell ◽  
C. Paul Kenny
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Neisseria Meningitidis ◽  
Capsular Polysaccharide ◽  
Resonance Spectrum ◽  
Coupling Constants ◽  
Polysaccharide Antigen ◽  
Phosphate Diester ◽  
13C Nuclear Magnetic Resonance ◽  
Nuclear Magnetic

The capsular polysaccharide antigen from Neisseriameningitidis serogroup Z contains equimolar quantities of 2-acetamido-2-deoxy-D-galactose, glycerol, and phosphate. Carbon-13 nuclear magnetic resonance indicates that the polysaccharide is composed by a repeating unit of 1′-O-2-acetamido-2-deoxy-α-D-galactopyranosyl-glycerol joined through phosphate diester groups at O-3′ of glycerol and O-3 of the galactosamine residue. Assignments of the signals in the carbon-13 nuclear magnetic resonance spectrum were made by consideration of the previously assigned signals of related monomers and oligomers. When applied to a Karplus type relationship the values of the 3J(13C–31P) coupling constants were consistent with the polysaccharide having an extended conformation.

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.

Determination of the structure and absolute configuration of the glycerolphosphate-containing capsular polysaccharide of Pasteurellahaemolytica serotype T3 by high-resolution nuclear magnetic resonance spectroscopy

1990 ◽  
Vol 68 (9) ◽  
pp. 1574-1584 ◽  
Author(s):  
James C. Richards ◽  
Robert A. Leitch
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Capsular Polysaccharide ◽  
Nuclear Overhauser Effect ◽  
Teichoic Acid ◽  
Resonance Spectroscopy ◽  
Polysaccharide Antigen ◽  
Mass Spectral ◽  
Phosphate Diester ◽  
Nuclear Magnetic

The specific capsular polysaccharide antigen produced by Pasteurellahaemolytica serotype T3 was found to be a high molecular weight teichoic acid composed of equal molar amounts of D-galactose, glycerol, and phosphate and a nonstoichiometric amount of O-acetate. Structural analysis of the polymer employed a combination of one- and two-dimensional 1H and 13C nuclear magnetic resonance methods at high field. Homo- and heteronuclear chemical shift correlation techniques, together with J-resolved and nuclear Overhauser effect (nOe) difference experiments led to the unambiguous assignments of the 1H and 13C resonances corresponding to the D-galactose and glycerol structural units and established that the repeating unit of the polysaccharide antigen was composed of → 4)-α-D-Galp-(1 → 1)-L-glycerol-(3 → units joined by phosphate diester groups. The chirality of the glycerol moiety was established by conformational analysis of a 1-O-α-D-galactopyranosyl-S-glycerol fragment (2) obtained from the teichoic acid by depolymerization with HF, from which the stereochemistry of the glycerol methine carbon centre was related to that of the D-glycose from 1H–1H nOe and 3J values. The chirality was confirmed by gas–liquid chromatographic and mass spectral analysis of the (−)-camphanate ester of 2,3-di-O-methylglycerol derived from permethylated 2. The D-galactosyl residues are partially mono-O-acetylated at C-2 and C-3. Keywords: Pasteurellahaemolytica, capsular polysaccharide, NMR analysis.

The Use of Nuclear Magnetic Resonance Nulcear Overhauser Enhancements in the Structural Elucidation of Bisbenzylisoquinoline Alkaloids

Heterocycles ◽  
1982 ◽  
Vol 19 (6) ◽  
pp. 1009 ◽  
Author(s):  
Maurice Shamma ◽  
H四始e Guinaudeau ◽  
Bruce K. Cassels
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Structural Elucidation ◽  
Bisbenzylisoquinoline Alkaloids ◽  
Nuclear Magnetic

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]

Isolation and Structural Elucidation of Some Procyanidins from Apple by Low-Temperature Nuclear Magnetic Resonance

2003 ◽  
Vol 51 (13) ◽  
pp. 3806-3813 ◽  
Author(s):  
Toshihiko Shoji ◽  
Motoh Mutsuga ◽  
Takatoshi Nakamura ◽  
Tomomasa Kanda ◽  
Hiroshi Akiyama ◽  
...  
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Low Temperature ◽  
Structural Elucidation ◽  
Nuclear Magnetic

scholarly journals Nuclear magnetic resonance quantification for monitoring heparosan K5 capsular polysaccharide production

2010 ◽  
Vol 398 (2) ◽  
pp. 275-277 ◽  
Author(s):  
Zhenyu Wang ◽  
Zhenqing Zhang ◽  
Scott A. McCallum ◽  
Robert J. Linhardt
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Capsular Polysaccharide ◽  
Polysaccharide Production ◽  
Nuclear Magnetic

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]

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