Synthesis of sugar-amino acid-nucleosides as potential glycosyltransferase inhibitors

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DOIResolve DOI: http://doi.org/10.1016/j.bmc.2010.11.044
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TypeArticle
Journal titleBioorganic & Medicinal Chemistry
Volume19
Issue1
Pages5866; # of pages: 9
AbstractSugar–aminoacid–nucleosides (SAAN) were synthesized to mimic glycosyl nucleotide donors based on the hypothesis that a basic aminoacid may interact with carboxylate groups of the enzyme in a manner similar to the diphosphate metal ion complex. C-Glycoside analogues of the d-galactopyranose or l-arabinofuranose ring systems, and four aminoacids (lysine, glutamine, tryptophan, and histidine), were chosen for this study. The targets were synthesized and tested against GlfT2, a galactofuranosyltransferase essential for cell wall galactan biosynthesis in Mycobacterium tuberculosis. The inhibition assay showed that analogues containing histidine and tryptophan are moderate inhibitors of GlfT2.
Publication date
LanguageEnglish
AffiliationNRC Institute for Biological Sciences; National Research Council Canada
Peer reviewedYes
NPARC number19739563
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Record identifier6653a753-ae3d-4e08-9fe6-732c75b173f4
Record created2012-04-02
Record modified2016-05-09
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