Parasite glycoconjugates. Part 3. Synthesis of substrate analogues of early intermediates in the biosynthetic pathway of glycosylphosphatidylinositol membrane anchors

Abstract

Substrate analogues of sodium 1D-6-O-(2-[³H₃]acetamido-2-deoxy-α-D-glucopyranosyl)-myo-inositol 1-[sn-2,3-bis(palmitoyloxy)propyl phosphate]3, including the lipid-depleted compounds 9, 11 and 15, have been prepared for biological evaluation with a partially purified de-N-acetylase from the bloodstream form of the parasitic protozoan Trypanosoma brucei. Such analogues as 2-deoxy-α-D-Glcp-PI 25 and α-D-Glcp-PI 33 have also been prepared and tested as potential inhibitors of this de-N-acetylase.