Structural analysis of the three lipopolysaccharides produced by Salmonella madelia (1,6,14,25)

1989 ◽  
Vol 67 (2-3) ◽  
pp. 78-85 ◽  
Author(s):  
José L. Di Fabio ◽  
Jean-Robert Brisson ◽  
Malcolm B. Perry
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Nitrous Acid ◽  
Periodate Oxidation ◽  
Ps Ii ◽  
Polysaccharide Fraction ◽  
Ps I ◽  
Hydrolysis Of ◽  
Nuclear Magnetic

Salmonella madelia reported to express the O-antigenic factors 1, 6, 14, and 25, defined in the Kauffmann–White classification system, was found to produce three different homogeneous lipopolysaccharides, which differed in having three structurally distinct O-polysaccharide components. The O-polysaccharide fraction obtained by mild acetic acid hydrolysis of the S. madelia lipopolysaccharide was analyzed by chemical composition, nitrous acid deamination, periodate oxidation, methylation, and 1H and 13C nuclear magnetic resonance methods and was demonstrated to be composed of three polysaccharides, PS(I), PS(II), and PS(III), which had the structures of repeating oligosaccharide units:[Formula: see text]Key words: Salmonella madelia, lipopolysaccharide, structure, analysis, nuclear magnetic resonance.

1,4-DIMETHYLBICYCLO[2.2.1]HEPTANE DERIVATIVES

1965 ◽  
Vol 43 (8) ◽  
pp. 2306-2311
Author(s):  
Peter Yates ◽  
Thomas R. Lynch
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Sulfuric Acid ◽  
Magnetic Resonance ◽  
Methylmagnesium Iodide ◽  
Nuclear Magnetic Resonance Spectra ◽  
Magnetic Resonance Spectra ◽  
Nuclear Magnetic

The product from the action of methylmagnesium iodide on bicyclo[2.2.1]heptane-2,5-dione gave 2-exo-5-endo-diacetoxy-1,4-dimethylbicyclo[2.2.1]heptane on treatment with sulfuric acid in acetic acid. This has been converted to 1,4-dimethylbicyclo[2.2.1]heptane-2-exo-5-endo-diol, to 1,4-dimethylbicyclo[2.2.1]heptane-2,5-dione, and to 1,4-dimethylbicyclo[2.2.1]heptane-2-endo-5-endo-diol. The stereochemical assignments have been made on the basis of the interpretation of the nuclear magnetic resonance spectra of these compounds. The exo–endo diacetoxy compound is shown to be the expected product from a double Wagner–Meerwein rearrangement.

Unusual Nuclear Magnetic Resonance Dilution Shift for Acetic Acid in Acetic Anhydride

1963 ◽  
Vol 85 (14) ◽  
pp. 2173-2174 ◽  
Author(s):  
Norbert. Muller ◽  
Philip I. Rose
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Acetic Anhydride ◽  
Nuclear Magnetic
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