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]

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.

scholarly journals N-[7-Chloro-4-[4-(phenoxymethyl)-1H-1,2,3-triazol-1-yl] quinoline]-acetamide

Molbank ◽  
10.3390/m1213 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1213
Author(s):  
Paolo Coghi ◽  
Jerome P. L. Ng ◽  
Ali Adnan Nasim ◽  
Vincent Kam Wai Wong
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Quantum Coherence ◽  
Biologically Active ◽  
Proton Nuclear Magnetic Resonance ◽  
Dipolar Cycloaddition ◽  
Heteronuclear Single Quantum Coherence ◽  
Pharmacokinetic Properties ◽  
Nuclear Magnetic

The 1,2,3-triazole is a well-known biologically active pharmacophore constructed by the copper-catalyzed azide–alkyne cycloaddition. We herein reported the synthesis of 4-amino-7-chloro-based [1,2,3]-triazole hybrids via Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of 4-azido-7-chloroquinoline with an alkyne derivative of acetaminophen. The compound was fully characterized by Fourier-transform infrared (FTIR), proton nuclear magnetic resonance (1H-NMR), carbon-13 nuclear magnetic resonance (13C-NMR), heteronuclear single quantum coherence (HSQC), ultraviolet (UV) and high-resolution mass spectroscopies (HRMS). This compound was screened in vitro with different normal and cancer cell lines. The drug likeness of the compound was also investigated by predicting its pharmacokinetic properties.

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