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The Application of Perfluoroheteroaromatic Reagents in the Preparation of Modified Peptide Systems

Gimenez, D and Mooney, CA and Dose, A and Sandford, G and Coxon, CR and Cobb, SL (2017) The Application of Perfluoroheteroaromatic Reagents in the Preparation of Modified Peptide Systems. Organic and Biomolecular Chemistry. ISSN 1477-0539

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Abstract

The perfluoroheteroaromatic reagent pentafluoropyridine has proved to be a highly reactive electrophile, undergoing SNAr arylation reactions in the presence of a range of nucleophilic peptide side chains (i.e. cysteine, tyrosine, serine and lysine) under mild conditions. Moreover, we have shown how one-step peptide-modification using perfluoroheteroaromatics can deliver enhanced proteolytic stability in pharmaceutically-relevant peptides such as oxytocin.

Item Type: Article
Uncontrolled Keywords: 0304 Medicinal And Biomolecular Chemistry, 0305 Organic Chemistry, 1115 Pharmacology And Pharmaceutical Sciences
Subjects: Q Science > QD Chemistry
Divisions: Pharmacy & Biomolecular Sciences
Publisher: Royal society of Chemistry
Date Deposited: 16 May 2017 09:41
Last Modified: 09 Sep 2017 21:38
DOI or Identification number: 10.1039/C7OB00283A
URI: http://researchonline.ljmu.ac.uk/id/eprint/6426

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