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The syntheses of four D-myo-inositol 1,4,5-trisphosphate (InsP(3)) derivatives, incorporating phosphate bioisosteres at the 5-position, are reported. The methyl phosphate ester and sulfate derivatives retain InsP(3) receptor (InsP(3)R) agonist activity; the compounds that possess a methylphosphonate or a carboxymethyl moiety are InsP(3)R antagonists.

Original publication

DOI

10.1039/c0cc03003a

Type

Journal

Chem Commun (Camb)

Publication Date

07/01/2011

Volume

47

Pages

242 - 244

Keywords

Carbohydrate Conformation, Inositol 1,4,5-Trisphosphate, Inositol 1,4,5-Trisphosphate Receptors, Structure-Activity Relationship