Isolation of six novel phosphoinositol-containing sphingolipids from tobacco leaves

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Abstract
A concentrate of phosphosphingolipids from tobacco [Nicotiana tabacum] leaves was resolved into 2 groups by chromatography on diethylaminoethylcellulose. The first group eluted contains no acetyl residues, whereas the second group contains one N-acetyl/mol of P. Three lipids from each group were purified by chromatography on Porasil columns. The chemical composition of these 6 novel lipids shows them to be related to the previously characterized phosphosphingolipids PSL-I, N-acetylglucosamine[glucuronic acid, inositol phosphate]ceramide and PSL-II, glucosamine[glucuronic acid, inositol phosphate]ceramide. The novel lipids are: PSL-IA, PSL-I-[Ara2Gal2]; PSL-IB, PSL-I-[Ara3Gal2]; PSL-IC, PSL-I-[Ara4Gal2]; PSL-IIA, PSL-II-[Ara3Gal]; PSL-IIB, PSL-II-[Ara2or3Gal2]; PSL IIC, PSL-II-[Ara2Gal2Man]. The unusual finding or unacetylated hexosamine in the PSL-II group of lipids appears not to be an artifact, as suggested by experiments involving rapid harvesting and processing of the tobacco leaves. Some of the fractions obtained by chromatography on diethylaminoethylcellulose appear to contain phosphosphingolipids with 16 or more sugar residues.