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ChemInform Abstract: Synthesis and Biological Activity of Phosphonate Analogues of Mannose 6-Phosphate (M6P).

✍ Scribed by Carole Vidil; Alain Morere; Marcel Garcia; Veronique Barragan; Bassou Hamdaoui; Henri Rochefort; Jean-Louis Montero

Publisher
John Wiley and Sons
Year
2010
Weight
27 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis and Biological Activity of Phosphonate Analogues of Mannose 6-Phosphate (M6P). -Isosteric and non-isosteric analogues (I) and (II) of M6P are synthesized by Wittig-Horner reaction at C-6 of the corresponding sugar aldehyde in case of (I) or, in case of (II), by Michaelis-Arbuzov rearrangement of the corresponding 6-bromo derivative. In contrast to the non-isosteric compound (II), isosteric phosphonate (I) binds to M6P receptors as effectively as M6P itself. Thus, use of (I) in substitutive therapy of lysosomal disease is of interest. -(VIDIL, CAROLE; MORERE, ALAIN;

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