Combinatorial approaches to peptide receptors

Abstract

This thesis contains the evaluation of molecular receptors for peptide carboxylates. Chapter 1 outlines the scope of the work, including recent developments in the host-guest chemistry of oligopeptide carboxylates, the combinatorial paradigm, sequencing methodologies, its application to the discovery of receptors and the nature of guests of interest studied.

Chapter 2 describes the evolution of a novel method of determining a solid-phase linked peptide sequence. Limitations are discussed. The method is then successfully implemented in the synthesis of a library ‘pseudo-tweezer’ receptors for carboxylates and a library of authentic tweezer receptors, including the synthesis of appropriate carboxylate-binding motifs.

Chapter 3 describes the use of the libraries synthesised in solid-phase screening experiments with oligopeptide guests of biological interest. Results of these experiments are discussed, leading to the identification of receptors. Resynthesis of these receptors in both solid-phase-linked and free form is detailed and evaluation of binding is made.

Chapter 4 describes the synthesis and binding constant evaluation of a receptor for the oligopeptide of interest D-Ala-D-Ala, which had previously been identified by alternative combinatorial methods.

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