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Synthesis and identification of bis (diacylglycero) phosphoric acid and bis (monoacylglycero) phosphoric acid
Author(s) -
Dang Quoc Quan,
Rogalle Pierre,
Salvayre Robert,
Dousteblazy Louis
Publication year - 1982
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/bf02535356
Subject(s) - phosphatidic acid , chemistry , phosphoric acid , lysophosphatidic acid , hydrolysis , organic chemistry , biochemistry , phospholipid , receptor , membrane
Synthesis of bis‐(diacylglycero)phosphoric acid from sn ‐1,2‐dipalmitoylglycerol and phenylphosphoryl dichloride according to Baer (1) was revised. New data are reported about identification of the intermediate and final products: (a) bis‐phosphatidic acid phenyl ester is very slowly visualized by the Zinzade reagent and can escape notice; (b) large amounts of phosphatidic acid chloride phenyl ester are also formed; and (c) very little transacylation from sn ‐1,2‐dipalmitoyl‐glycerol to the 1,3‐isomer is observed. Hydrolysis of bis‐phosphatidic acid to bis‐lysophosphatidic acid is much easier using phospholipase A 2 from pig pancreas than from snake or bee venom.