Parasite glycoconjugates. Part 7.1 Synthesis of further substrate analogues of early intermediates in the biosynthetic pathway of glycosylphosphatidylinositol membrane anchors
- 1 January 1997
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 18,p. 2769-2774
- https://doi.org/10.1039/a701881i
Abstract
Substrate analogues of 1D-6-O-(2-amino-2-deoxy-α-D -glucopyranosyl)-myo-inositol 1-[sn-2,3-bis(myristoyloxy)propyl phosphate], an early intermediate in the biosynthesis of glycosylphosphatidylinositol (GPI) membrane anchors, have been prepared for biological evaluation with the α-(1→4)-D-mannosyltransferase of the protozoan parasite Trypanosoma brucei. The analogue α-D-GlcpNH2-(1→6)-2- OMe-PI 2 is a substrate for the protozoan α-(1→4)-D-mannosyltransferase but not for the corresponding mammalian enzyme, whereas the analogues 3 and 4, in which the fatty-acid groups of the natural substrate are replaced by alkyl groups, are acceptable substrates for both the protozoan and mammalian enzymes.Keywords
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