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Solid phase and combinatorial synthesis of receptors for small peptides

Solid phase and combinatorial synthesis of receptors for small peptides
Solid phase and combinatorial synthesis of receptors for small peptides

In the first chapter of this thesis recent developments in host-guest chemistry are reviewed, in particular receptors for carboxylic acids and small peptides.  The applications of solid phase and combinatorial chemistry in the synthesis of receptors are also described.  Chapter 2 describes the synthesis of a CBS (carboxylic acid binding site) functionalised to allow attachment to the solid support, and synthesis of a library of tweezer receptors.  The library was screened with different labelled peptide guests and receptor structures were identified.  One example of such receptors was resynthesised and binding studies in free solution were attempted.  Chapter 3 describes the attempt to synthesise an “unsymmetrical” tweezer receptor library with different sequences of amino acids in the two peptidic arms.  Chapter 4 describes the synthesis of β-sulfonamido derivatives used in the synthesis of a further example of a tweezer receptor, and binding studies on this class of receptors showed selectivity for the peptide L-Ala-L-Ala.  Chapter 5 describes the synthesis of a further receptor library incorporating a bicyclic guanidinium as CBS and screening experiments with dye labeled D-Ala-D-Ala.  Chapter 6 describes the synthesis of the various peptides used as guests in the various screening experiment.

University of Southampton
Demarcus, Mariangela
e2840343-34b4-4446-89ef-0dac6a1cfb7d
Demarcus, Mariangela
e2840343-34b4-4446-89ef-0dac6a1cfb7d

Demarcus, Mariangela (2002) Solid phase and combinatorial synthesis of receptors for small peptides. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

In the first chapter of this thesis recent developments in host-guest chemistry are reviewed, in particular receptors for carboxylic acids and small peptides.  The applications of solid phase and combinatorial chemistry in the synthesis of receptors are also described.  Chapter 2 describes the synthesis of a CBS (carboxylic acid binding site) functionalised to allow attachment to the solid support, and synthesis of a library of tweezer receptors.  The library was screened with different labelled peptide guests and receptor structures were identified.  One example of such receptors was resynthesised and binding studies in free solution were attempted.  Chapter 3 describes the attempt to synthesise an “unsymmetrical” tweezer receptor library with different sequences of amino acids in the two peptidic arms.  Chapter 4 describes the synthesis of β-sulfonamido derivatives used in the synthesis of a further example of a tweezer receptor, and binding studies on this class of receptors showed selectivity for the peptide L-Ala-L-Ala.  Chapter 5 describes the synthesis of a further receptor library incorporating a bicyclic guanidinium as CBS and screening experiments with dye labeled D-Ala-D-Ala.  Chapter 6 describes the synthesis of the various peptides used as guests in the various screening experiment.

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Published date: 2002

Identifiers

Local EPrints ID: 464966
URI: http://eprints.soton.ac.uk/id/eprint/464966
PURE UUID: 6d16e629-a830-4361-9b74-e7c87981c11b

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Date deposited: 05 Jul 2022 00:14
Last modified: 05 Jul 2022 03:47

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Contributors

Author: Mariangela Demarcus

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