COVALENT MODELS FOR PHOSPHOLIPIDSTEROL INTERACTIONS. SYNTHESIS OF PHOSPHATIDYL-Δ5,7,9-CHOLESTATRIEN-3β-ol

Publisher Website
Google Scholar
Abstract
The synthesis of O-(1′,2′-di-O-palmitoyl-sn-glycero-3′-phosphoryl)-Δ-5,7,9-cholestatrien-3β-ol, O-(1′,2′-di-O-myristoyl-sn-glycero-3′-phosphoryl)-Δ5,7,9-cholestatrien-3β-ol, and O-(l′,2′-di-O-palmitoyl-sn-glycero-3′-phosphoryl)-Δ-cholestadien-3β-ol, as their triethylammonium and calcium salts, is described. The “double phosphorylating” reagent, 4,5-dimethyl-2-oxo-2-chloro-1,3,2-dioxaphosphole is used to establish the phosphate bridge between the 1,2-di-O-acyl-sn-glycerol and the corresponding sterol, Δ-5,7,9-cholestatrien-3β-ol or Δ-5,7-cholestadien-3β-ol. The fluorescent, conjugated, polyunsaturated phosphatidylsterols are models to study noncovalent interactions between glycerophospholipids and sterols in biological membranes.

This publication has 13 references indexed in Scilit: