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Title: The synthesis and biological evaluation of d-myo-inositol 1,4,5-trisphosphate receptor ligands
Author: Keddie, Neil S.
ISNI:       0000 0004 2719 1804
Awarding Body: University of St Andrews
Current Institution: University of St Andrews
Date of Award: 2010
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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.
Supervisor: Conway, Stuart J. Sponsor: Biotechnology and Biological Sciences Research Council
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: d-myo-inositol ; Inositol ; d-myo-inositol 1,4,5-trisphosphate ; InsP3 ; InsP3 receptor (InsP3Rs) ; InsP3 receptor ligands ; Synthesis ; QP772.I5K4 ; Inositol phosphates--Synthesis ; Inositol phosphates--Derivatives--Synthesis