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

Gimenez, D, Mooney, CA, Dose, A, Sandford, G, 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: 15 Sep 2018 05:22
DOI or Identification number: 10.1039/C7OB00283A
URI: http://researchonline.ljmu.ac.uk/id/eprint/6426

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