Abstract
| - Photoactivatable analogues of1-l-phosphatidyl-d-myo-inositol4,5-bisphosphate (PtdIns(4,5)P2 orPtdInsP2) and the corresponding 3,4,5-trisphosphate(PtdIns(3,4,5)P3 or PtdInsP3) werepreparedfrom the two chiral precursors, methylα-d-glucopyranoside and1,2-isopropylidene-sn-glycerol. Twokey synthetic transformations included the Ferrier rearrangementreaction to construct the optically-pure inositol skeleton and the sequential acylation of the primary andsecondary hydroxyl groupson the glycerol derivatives. Thesn-1-O-(6-aminohexanoyl) PtdInsP2 andPtdInsP3 derivatives werefurther modified to contain benzophenone photophores in unlabeled andhigh specific activitytritium-labeled forms.
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