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Mild Pfitzner—Moffat oxidation of the (1→3)-β-D-glucan from Saccharomyces cerevisiae |
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| Authors: | D Zeković M Radulović A Nastasović M M Vrvić D Jakovljević G Kogan |
| Institution: | (1) Alltech, Inc., North American Bioscience Center, Nicholasville, KY 40356, USA;(2) Department of Chemistry, Institute of Chemistry, Technology, and Metallurgy, 11001 Belgrade, Republic of Serbia and Montenegro;(3) Faculty of Chemistry, University of Belgrade, 11001 Belgrade, Republic of Serbia and Montenegro;(4) Institute of Chemistry, Slovak Academy of Sciences, SK-845 38 Bratislava, Slovakia;(5) Present address: Alltech-Fermin, Karadjordjeva bb, 24400 Senta, Republic of Serbia and Montenegro |
| Abstract: | The structure of the cell wall glucan isolated from the industrial strain of Saccharomyces cerevisiae was characterized as to be composed of a linear (1→3)-β-D-glucan chain with single β-D-glucopyranosyl residues attached to every ninth backbone unit by (1→6)-glycosidic linkages. Mild oxidation of this β-D-glucan with a dimethyl sulfoxide—acetic anhydride reagent yielded an “oxidized” glucan with aldehyde groups introduced at C-6 and carbonyl oxygens located at C-2 and C-4 of the glucopyranosyl rings. The conversion of the oxidized glucan into the polyoxime was used to study the progress of oxidation and to establish the carbonyl groups distribution in this new reactive polysaccharide derived from baker’s yeast cell wall. |
| Keywords: | saccharides Saccharomyces cerevisae Pfitzner— Moffat oxidation biologically and medicinally active compounds |
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