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Synthesis of β-d-Galp-(1→4)-α-d-Manp methanephosphonate, a substrate analogue for the elongating α-d-mannosyl phosphate transferase in the Leishmania

✍ Scribed by Vladimir S Borodkin; Michael A.J Ferguson; Andrei V Nikolaev

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 86 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00961-3

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✦ Synopsis

An isosteric C-glycoside phosphono analogue of dec-9-enyl b-D-galactopyranosyl-( 14)-a-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 a-D-mannosyl methanephosphonate derivatives.

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