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Title: The synthesis and biological evaluation of d-myo-inositol 1,4,5-trisphosphate receptor ligands
Authors: Keddie, Neil S.
Supervisors: Conway, Stuart J.
Keywords: d-myo-inositol
d-myo-inositol 1,4,5-trisphosphate
InsP₃ receptor (InsP₃Rs)
InsP₃ receptor ligands
Issue Date: Jun-2010
Abstract: The intracellular second messenger InsP₃ is a vital molecule in the regulation of Ca²⁺ signalling. Ca²⁺ mediates a wide range of cellular activities from fertilisation and cell differentiation through to apoptoisis. Using X-ray crystal structure data and molecular modelling, a series of novel InsP₃ analogues were designed as selective InsP₃R-antagonists. Two novel synthetic routes have been developed for the synthesis of these analogues. The first route uses a Ferrier-II rearrangement to provide enantiopure inositol intermediates, whereas, the second route employs a diastereomeric resolution to obtain the enantiopure inositols. The successful synthesis of InsP₃ and a series of 5-position modified analogues are reported herein.
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Type: Thesis
Publisher: University of St Andrews
Appears in Collections:Chemistry Theses

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