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Issue 44, 2012
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Solid phase synthesis of peptides containing backbone-fluorinated amino acids

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Abstract

Backbone-fluorinated amino acids exhibit unique conformational behaviour, and have potential utility as components of bioactive shape-controlled peptides. However, methods for the elaboration of backbone-fluorinated amino acids have thus far been limited to solution phase peptide coupling reactions. In this paper, protocols are developed that allow the successful manipulation of backbone-fluorinated amino acids using Fmoc-strategy solid phase peptide synthesis. To exemplify this strategy, several fluorinated RGD peptide analogues were synthesised in moderate to good overall yields.

Graphical abstract: Solid phase synthesis of peptides containing backbone-fluorinated amino acids

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Publication details

The article was received on 13 Aug 2012, accepted on 02 Oct 2012 and first published on 03 Oct 2012


Article type: Paper
DOI: 10.1039/C2OB26596F
Org. Biomol. Chem., 2012,10, 8911-8918

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    Solid phase synthesis of peptides containing backbone-fluorinated amino acids

    L. Hunter, S. Butler and S. B. Ludbrook, Org. Biomol. Chem., 2012, 10, 8911
    DOI: 10.1039/C2OB26596F

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