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Details of Grant 

EPSRC Reference: GR/J24423/01
Title: NOVEL APPROACHES TO THE SYNTHESIS OF AMINO ACID AND PEPTIDE ANALOGUES.
Principal Investigator: Jackson, Professor R
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: School of Chemistry
Organisation: Newcastle University
Scheme: Standard Research (Pre-FEC)
Starts: 01 December 1993 Ends: 30 November 1995 Value (£): 78,399
EPSRC Research Topic Classifications:
Chemical Synthetic Methodology
EPSRC Industrial Sector Classifications:
Related Grants:
Panel History:  
Summary on Grant Application Form
The aim of the project is to establish the viability of a method for the preparation of alpha, alpha-disubstituted amino acids, and also for the direct preparation of side-chain modified peptides from simple peptide precursors. We have shown that it is possible to generate enantiomerically pure nucleophilic reagents derived from simple amino acid precursors such as serine and glutamic acid, and that these reagents can react with a wide variety of electrophiles to form new carbon-carbon bonds without loss of enantiomeric purity. We therefore propose to adapt our method so that it can be used for the preparation of alpha, alpha-distributed amino acids, and then to investigate the formation and reactivity of nucleophilic reagents derived from insertion of either zinc or copper into a carbon-iodine bond in the side chain of one of the amino acid residues of a peptide. The necessary functionalised side-chains will be prepared from peptides containing readily available amino acide residues such as serine, beta-chloro alanine, aspartic acid and glutamic acid. The metallated peptides will be studies by NMR, and their reacivity towards carbon electrophiles will then be explored.
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Organisation Website: http://www.ncl.ac.uk