Journal of Lipid Research, Vol 16, 102-106, Copyright © 1975 by Lipid Research, Inc.
Analysis of anomeric configurations in glyceroglycolipids and glycosphingolipids by chromium trioxide oxidation
RA Laine and O Renkonen
Acetylation and CrO(3) oxidation in acetic acid (Angyal and James, Aust. J.
Chem. 23: 1209-1221, 1970) was applied to 18 different glyceroglycolipids
and glycosphingolipids of known structure. The lipids studied contained
from one to five pyranosic monosaccharide units including alpha- and
beta-linked glucose, galactose, mannose, and N-acetylgalactosamine and
beta-linked N-acetylglucosamine. Monosaccharides bound to the lipids
through beta-glycosidic linkages reacted to the extent of 80-97 percent,
but in the case of alpha- glycosidic linkages the oxidation proceeded only
to the extent of 0-6 percent. A partial reaction was observed in lipids in
which a given monosaccharide unit was present in both anomeric forms.
Therefore, oxidation with CrO(3) allows the determination of anomeric
configurations in simple glycolipids. Samples of only 100-300 mug are
required.
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