Structure of a Major Glycophosphoceramide from Tobacco Leaves, PSL-I: 2-Deoxy-2-acetamido-d-glucopyranosyl(α1→4)-D-glucuronopyranosyl(α1→2)myoinositol-1 -O-phosphoceramide
Abstract
The chemical structure of a major glycophosphoceramide from tobacco leaves, called PSL-I [K. Kaul and R. L. Lester (1975), Plant Physiol. 55, 120], has now been characterized as 2-deoxy-2-acetamido-d-glucopyranosyl-(α1→4)D-glucuronopyranosyl(α1 →myoinositol-1 -O-phosphoceramide. Sites of glycosidic linkage were determined by (1) methylation analysis on a trisaccharide isolated by degradation of carboxyl-reduced PSL-I and (2) periodate oxidation experiments on PSL-I. The resulting products were identified with gas chromatography/mass spectrometry. Anomeric configurations were determined by resistance of the sugars in the peracetylated trisaccharide to chromium trioxide treatment. © 1978, American Chemical Society. All rights reserved.