Structure of the Human Erythrocyte Blood Group P1 Glycosphingolipid

Masaharu Naiki, Jones Fong, Robert Ledeen, Donald M. Marcus

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Abstract

A glycosphingolipid with blood group P1 activity was extracted from an acetone powder of human erythrocyte stroma with chloroform-methanol. It was purified by chromatography on columns of silicic acid and by preparative thin-layer chromatography of the fully acetylated and deacetylated glycolipid. The purified glycolipid contained galactose, N-acetylglucosamine, and glucose in a molar ratio of 3:1:1. Treatment of the P1 glycolipid with fig α-galactosidase released a single galactosyl residue and destroyed the blood group activity, and the α-galactosidase product had the same chromatographic mobility as paragloboside. Substitution sites on the neutral sugars of the P1 glycolipid and the α-galactosidase product were established by identification of methylated alditol acetates, and substitution on N-acetylglucosamine was determined by identification of methyl glycoside derivatives. The terminal nonreducing disaccharide of the P1 glycolipid is Gal(α,1→4)Gal. N-Acetylglucosamine was identified as the next sugar in sequence by mass spectrometric analysis of the permethylated P1 glycolipid. On the assumption that the glucose residue is linked to ceramide, we propose the following structure for the P1 glycolipid: Gal(α,1→4)Gal(β,1→4)Glc-NAc(β,1→3)Gal(β,1→4)Glc-Cer.

Original languageEnglish (US)
Pages (from-to)4831-4837
Number of pages7
JournalBiochemistry
Volume14
Issue number22
DOIs
Publication statusPublished - Nov 1 1975
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Biochemistry

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