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Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues

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<mark>Journal publication date</mark>08/2008
<mark>Journal</mark>Chemical Biology and Drug Design
Issue number2
Volume72
Number of pages6
Pages (from-to)127-132
<mark>State</mark>Published
<mark>Original language</mark>English

Abstract

Glycosylphosphatidylinositol precursor-analogues were synthesized in which the natural diacylglycerol lipid was replaced with either of two steroidal moieties. The ability of the steroidal glycosylphosphatidylinositol precursor-analogues to prime the glycosylphosphatidylinositol biosynthetic pathway was assessed in a trypanosomal cell-free system. The N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase was only able to act upon the N-acetylglucosamine form of one of the two analogues. However, the glucosamine form of both analogues could be mannosylated, but neither were inositol-acylated nor modified with ethanolamine phosphate. The use of alternative groups, such as sterols, in place of the natural diacylglycerol lipid may enable the production of more drug-like, substrate-based inhibitors.