Abstract
During biosynthesis of ether lipids, fatty alcohols may add covalently to ene-diol esters that would result from isomerization of acyl-dihydroxyacetone phosphate. Palmitoylation of 1,2,3-trihydroxyeicosane 1-phosphate, obtained by epoxidation of the product obtained by vinyllithiation of octadecanal, yields stable analogs of the high-energy intermediates that would be expected to result from alcohol addition. These analogs, in which an alkyl group replaces the ether alkoxyl group of the intermediates, inhibit formation of hexadecyl-dihydroxyacetone phosphate in a microsomal system from Ehrlich ascites cells. The parent compound is without effect.
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