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Rationally designed receptors for carboxylates and peptides

Rationally designed receptors for carboxylates and peptides
Rationally designed receptors for carboxylates and peptides

This thesis entails the synthesis of a series of guanidinium based macrocycles, open chain analogues and tweezer receptors and their ability to bind amino acid derivatives (particularly glutamate) and peptides.  It concerns also the synthesis of a novel protecting group for the guanidinium functionality.

Chapter two discusses the synthesis of a series of bisguanidinium-based macrocyclic receptors and their ability to bind to N-Boc protected glutamate.  Traditional NMR titration studies and isothermal calorimetry were employed as tools to study the complexation process in DMSO-d6 and water/DMSO mixtures.

Chapter three discusses the synthesis and binding properties of a series of guanidinium based tweezer receptors.  It also concerns the development of a novel protecting group for the guanidinium moiety, the trifluoroacetyl.

University of Southampton
Bartoli, Sandra
24375721-bf40-42f8-9cd6-1418ff9e2ff1
Bartoli, Sandra
24375721-bf40-42f8-9cd6-1418ff9e2ff1

Bartoli, Sandra (2004) Rationally designed receptors for carboxylates and peptides. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

This thesis entails the synthesis of a series of guanidinium based macrocycles, open chain analogues and tweezer receptors and their ability to bind amino acid derivatives (particularly glutamate) and peptides.  It concerns also the synthesis of a novel protecting group for the guanidinium functionality.

Chapter two discusses the synthesis of a series of bisguanidinium-based macrocyclic receptors and their ability to bind to N-Boc protected glutamate.  Traditional NMR titration studies and isothermal calorimetry were employed as tools to study the complexation process in DMSO-d6 and water/DMSO mixtures.

Chapter three discusses the synthesis and binding properties of a series of guanidinium based tweezer receptors.  It also concerns the development of a novel protecting group for the guanidinium moiety, the trifluoroacetyl.

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Published date: 2004

Identifiers

Local EPrints ID: 465510
URI: http://eprints.soton.ac.uk/id/eprint/465510
PURE UUID: d244e601-be1a-4f91-8b57-29575e50bea8

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Date deposited: 05 Jul 2022 01:31
Last modified: 16 Mar 2024 20:13

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Contributors

Author: Sandra Bartoli

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