Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues

Urbaniak, Michael D. and Crossman, Arthur and Ferguson, Michael A. J. (2008) Probing Trypanosoma brucei glycosylphosphatidylinositol biosynthesis using novel precursor-analogues. Chemical Biology and Drug Design, 72 (2). pp. 127-132. ISSN 1747-0277

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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.

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Journal Article
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Chemical Biology and Drug Design
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17 Sep 2013 08:08
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22 Nov 2022 00:10