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Synthesis and Biological Activity of Phosphonate Analogs of Mannose 6-Phosphate (M6P) (1999)

Vidil, Carole ; Morère, Alain ; Garcia, Marcel ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 447-450

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ISSN: 1434-193X

Keywords: Phosphonate analogs ; Mannose 6-phosphate (M6P) ; M6P receptors ; Recognition markers ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -Two phosphonate analogs of mannose 6-phosphate (M6P) have been synthesized. The isosteric analog 1 was obtained by a Wittig-Horner reaction at position 6 of a sugar aldehyde. The non-isosteric analog 2 was obtained by a Michaelis-Arbuzov rearrangement of a 6-bromo derivative. In contrast to the non-isosteric analog 2, the isoster 1 was shown to bind to M6P receptors as effectively as does M6P itself, thus demonstrating the considerable potential of the system in drug design.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

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