A Trp-BODIPY cyclic peptide for fluorescence labelling of apoptotic bodies

Ramon Subiros-Funosas; Lorena Mendive-Tapia; Jesus Sot; John D. Pound; Nicole Barth; Yaiza Varela; Felix M. Goñi; Margaret Paterson; Christopher D. Gregory; Fernando Albericio; Ian Dransfield; Rodolfo Lavilla; Marc Vendrell

doi:10.1039/C6CC07879F

A Trp-BODIPY cyclic peptide for fluorescence labelling of apoptotic bodies†

Ramon Subiros-Funosas,‡^a Lorena Mendive-Tapia,‡^b Jesus Sot,^c John D. Pound,^a Nicole Barth,^a Yaiza Varela,^c Felix M. Goñi,^c Margaret Paterson,^a Christopher D. Gregory,^a Fernando Albericio,^bd Ian Dransfield,^a Rodolfo Lavilla*^de and Marc Vendrell

*^a

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* Corresponding authors

^a MRC/UoE Centre for Inflammation Research, The University of Edinburgh, 47 Little France Crescent, EH16 4TJ Edinburgh, UK
E-mail: marc.vendrell@ed.ac.uk

^b Department of Inorganic and Organic Chemistry, University of Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain

^c Instituto Biofisika (CSIC, UPV/EHU) and Departamento de Bioquimica, Universidad del País Vasco, Campus de Leioa, Barrio de Sarriena s/n, 48940 Leioa, Bizkaia, Spain

^d CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Baldiri Reixac 10-12, 08028 Barcelona, Spain

^e Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Baldiri Reixac 10-12, 08028 Barcelona, Spain
E-mail: rlavilla@ub.edu

Abstract

The rational design and synthesis of a Trp-BODIPY cyclic peptide for the fluorescent labelling of apoptotic bodies is described. Affinity assays, confocal microscopy and flow cytometry analysis confirmed the binding of the peptide to negatively-charged phospholipids associated with apoptosis, and its applicability for the detection and characterisation of subcellular structures released by apoptotic cells.

This article is part of the themed collection: Biological optical imaging

Chemical Communications

A Trp-BODIPY cyclic peptide for fluorescence labelling of apoptotic bodies†

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A Trp-BODIPY cyclic peptide for fluorescence labelling of apoptotic bodies

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