- STRUCTURE OF THE CAPSULAR POLYSACCHARIDE OF Klebsiella ozaenae SEROTYPE K4 CONTAINING 3-DEOXY-D-glicero-D-galacto-NONULOSONIC ACID
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The acidic capsular polysaccharide from the museum strain 2211 of Klebsiella ozaenae serotype K4 is built up of pentasaccharide repeating-units that contain residues of D-glucose, D-mannose, D-glucuronic acid, and 3-deoxy-D-glycero-D-galacto-nonulosonic acid (Kdn) in the ratios 2:1:1:1, as well as an O-acetyl group.The last-named sugar, which is reported in bacterial polysaccharides for the first time, was identified as the methyl (methyl 3-deoxynonulopyranosid)onate obtained by methanolysis of the polysaccharide.On the basis of the results of partial acid hydrolysis, Smith degradation, and computer-assisted 13C-n.m.r. analysis, it was concluded that the capsular polysaccharide has the following structure: .
- Knirel, Yuriy A.,Kocharova, Nina A.,Shashkov, Alexander S.,Kochetkov, Nikolay K.,Mamontova, Valeria A.,Solov'eva, Tamara F.
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- Two procedures for the syntheses of labeled sialic acids and their 1,7-lactones
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The synthesis of four deuterated sialic acids and their 1,7-lactones has been performed in two ways, one based on sialic acid classical chemistry, and the other involving a direct exchange of the unlabeled acyl group of N-acetylneuraminic acid with a labe
- Allevi, Pietro,Anastasia, Mario,Costa, Maria L.,Rota, Paola
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scheme or table
p. 338 - 344
(2011/05/19)
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- The thioglycoside and glycosyl phosphite of 5-Azido sialic acid: Excellent donors for the α-glycosylation of primary hydroxy groups
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5-Azido sialyl donors with O-acetyl protecting groups are useful α-selective glycosylation reagents, especially for primary hydroxyl groups as acceptors. This is shown with a variety of reactions using 1 as a sialyl donor. It was also possible to synthesi
- Yu, Chung-Shan,Niikura, Kenichi,Lin, Chun-Cheng,Wong, Chi-Huey
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p. 2900 - 2903
(2007/10/03)
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- Determination of the Anomeric Configuration in Glycosides of 3-Deoxy-2-aldulosonic Acids by Circular Dichroism and X-Ray Crystallography
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Methyl (methyl 3-deoxy-D-arabino-2-heptulopyranosid)onate was obtained by acid-catalysed esterification and glycosidation of the free 2-aldulosonic acid.The molecular geometry of the glycosidic ester was determined by X-ray crystallography, and indicated both that the molecule was α-anomer and that the ring oxygen and the carboxy-group were nearly coplanar.The c.d. spectrum showed a negative n -> ?* transition band centred at 224 nm.The c.d. spectra od a number of methyl glycopyranosides derived from 6-, 7-, and 8-carbon 3-deoxy-2-aldulosonic acids demonstrated that all the compounds believed to be α-glycosides had negative maxima, and all those believed to be β-glycosides had positive maxima around 220 nm independent of their 2C5 or5C2 conformation.The only known furanoside, believed to be a β-anomer, also had a positive maximum.The chirality of the anomeric carbon atom of this class of compound can thus be conveniently established by determining the sign of the Cotton effect at 220 nm.
- Charon, Daniel,Szabo, Ladislas,Cesario, Michele,Guilhem, Jean
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p. 3055 - 3064
(2007/10/02)
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