Vv. Chupin et al., FORMATION OF A STRUCTURAL ISOMER OF PLATE LET-ACTIVATING-FACTOR DURING 1-ALKYL-SN-GLYCERO-3-PHOSPHOCHOLINE ACETYLATION, Bioorganiceskaa himia, 19(11), 1993, pp. 1111-1121
In studying acetylation of 1-alkyl-sn-glycero-3-phosphocholine (lyso P
AF) with acetic anhydride, a key step of the platelet activating facto
r (PAF) synthesis, we have found that in the presence of triethylamine
or 4-dimethylaminopyridine some 1-alkyl-3-acetyl-sn-glycero-2-phospho
choline as an admixtute to PAF formed, whereas the acid catalysed reac
tion resulted in isomerically pure PAF. The mechanism of the reaction
leading to the PAF structural isomer is discussed.