Abstract

Phosphorothioate analogs of phosphatidylserine, (R p + S p)-1,2-dipalmitoyl- sn-glycero-3-thiophospho- l-serine were synthesized from 1,2-dipalmitoyl- sn-glycerol and N-trityl- l-serine methoxymethyl ester, using chloro( N,N-diisopropylamino)methoxyphosphine as a phosphitylating agent. The configuration at phosphorus of these phosphorothioate analogs was assigned on the basis of the stereospecific hydrolysis of the R p isomer by phospholipase A 2 from bee venom.

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