Synthesis of beta-D-Galp-(1 -> 4)-alpha-D-Manp methanephosphonate, a substrate analogue for the elongating alpha-D-mannosyl phosphate transferase in the Leishmania

Vladimir S. Borodkin, Michael A. J. Ferguson, Andrei V. Nikolaev

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    Abstract

    An isosteric C-glycoside phosphono analogue of dec-9-enyl beta -D-galactopyranosyl-(1 -->4)-alpha -D-mannopyranosyl phosphate was synthesised and showed high biological activity in the Leishmania MPT assay. A one-step Horner-Emmons/Michael reaction was developed for the stereoselective preparation of cc-D-mannosyl methanephosphonate derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

    Original languageEnglish
    Pages (from-to)5305-5308
    Number of pages4
    JournalTetrahedron Letters
    Volume42
    Issue number31
    DOIs
    Publication statusPublished - 30 Jul 2001

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