Abstract
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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Carbohydrate Conformation
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Inositol 1,4,5-Trisphosphate / analogs & derivatives
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Inositol 1,4,5-Trisphosphate / chemistry
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Inositol 1,4,5-Trisphosphate / pharmacology*
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Inositol 1,4,5-Trisphosphate Receptors / antagonists & inhibitors*
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Structure-Activity Relationship
Substances
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Inositol 1,4,5-Trisphosphate Receptors
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Inositol 1,4,5-Trisphosphate