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Structure determinations and synthesis of pharmacologically active phospholipids from kidney and intestine
Author(s) -
Wiley R. A.,
Sumner D. D.,
Walaszek Edward J.
Publication year - 1970
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02531972
Subject(s) - chemistry , alkyl , phospholipid , hydroxymethyl , chromatography , phosphate , kidney , aldehyde , stereochemistry , organic chemistry , biochemistry , biology , membrane , endocrinology , catalysis
Abstract The chemical structures of an acidic phospholipid originally isolated from equine intestine by Vogt and of a phospholipid isolated from rabbit kidney medulla by Walaszek are shown by total synthesis to be similar mixtures of 2‐alkyl (and alkenyl)‐4‐hydroxymethyl‐1,3‐dioxolane‐dihydrogen phosphate esters. In these materials, the alkyl residues derive primarily from oleyl, palmityl and linoleyl aldehydes. The smooth muscle contracting activity observed in the natural substances is shown to reside exclusively in the oleyl aldehyde derivative.