Parasite glycoconjugates. Part 11. Preparation of phosphodisaccharide synthetic probes, substrate analogues for the elongating α-D-mannopyranosylphosphate transferase in the Leishmania

Andrew J. Ross; Irina A. Ivanova; Michael A. J. Ferguson; Andrei V. Nikolaev

doi:10.1039/B004653L

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Parasite glycoconjugates. Part 11.¹ Preparation of phosphodisaccharide synthetic probes, substrate analogues for the elongating α-D-mannopyranosylphosphate transferase in the Leishmania

Andrew J. Ross,^a Irina A. Ivanova,^a Michael A. J. Ferguson^b and Andrei V. Nikolaev*^a

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^a Department of Chemistry, University of Dundee, Dundee, UK

^b Department of Biochemistry, University of Dundee, Dundee, UK

Abstract

A set of phosphodisaccharides, substrate analogues, which will be used to study acceptor–substrate specificity of the Leishmania biosynthetic enzymes, are synthesized using the Koenigs–Knorr and trichloroacetimidate methods for the glycosylation reactions, S_N2 nucleophilic displacement of a triflic ester for epimerization, and the glycosyl hydrogenphosphonate method for phosphorylation.

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Article information

DOI: https://doi.org/10.1039/B004653L
Article type: Paper
Submitted: 12 Jun 2000
Accepted: 10 Nov 2000
First published: 11 Dec 2000

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J. Chem. Soc., Perkin Trans. 1, 2001, 72-81

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Parasite glycoconjugates. Part 11. Preparation of phosphodisaccharide synthetic probes, substrate analogues for the elongating α-D-mannopyranosylphosphate transferase in the Leishmania

A. J. Ross, I. A. Ivanova, M. A. J. Ferguson and A. V. Nikolaev, J. Chem. Soc., Perkin Trans. 1, 2001, 72 DOI: 10.1039/B004653L

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Journal of the Chemical Society, Perkin Transactions 1