Issue 37, 2015

A dual optical and nuclear imaging reagent for peptide labelling via disulfide bridging

Abstract

We report a concise approach to a multimodal imaging reagent for peptide labelling via disulfide bridging. The reagent is constructed using a one pot, three component, [3 + 2] cycloaddition of a fluorescent azide with a dithiomaleimide-alkyne, with concomitant incorporation of 125I. The dithiomaleimide handle then enables site selective conjugation to a disulfide bond of a peptide whilst retaining the key structural bridging functionality, as exemplified on the therapeutic peptide octreotide.

Graphical abstract: A dual optical and nuclear imaging reagent for peptide labelling via disulfide bridging

Supplementary files

Article information

Article type
Communication
Submitted
17 Jul 2015
Accepted
17 Aug 2015
First published
24 Aug 2015

Org. Biomol. Chem., 2015,13, 9559-9563

Author version available

A dual optical and nuclear imaging reagent for peptide labelling via disulfide bridging

S. A. Fletcher, P. K. B. Sin, M. Nobles, E. Årstad, A. Tinker and J. R. Baker, Org. Biomol. Chem., 2015, 13, 9559 DOI: 10.1039/C5OB01468A

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