Issue 30, 2015

Rational design of a photo-crosslinking BODIPY for in situ protein labeling

Abstract

Photo-crosslinking agents have emerged as critical tools to investigate protein–protein interactions in complex proteomes, but there are few photocrosslinkers available at the moment. Here, we report the first rational design of a photo-crosslinking BODIPY fluorophore (pcBD) and its biological application for biomolecule labeling. As a photosensitizing functional motif, an aryl ketone group was incorporated into the BODIPY fluorophore, and a series of proteins were labeled by pcBD compounds upon UV irradiation. In order to investigate protein–protein interactions in a protein mixture, amino-functionalized pcBD was prepared and covalently attached to a ubiquitin ligase binding peptide. Upon UV irradiation, we could successfully visualize the substrates in the total lysate. These results provided a proof of concept for spatially controllable tagging via photo-activation of the pcBD scaffold, and demonstrated its potential usage for in situ labeling applications.

Graphical abstract: Rational design of a photo-crosslinking BODIPY for in situ protein labeling

Supplementary files

Article information

Article type
Communication
Submitted
05 Feb 2015
Accepted
08 Mar 2015
First published
09 Mar 2015

Chem. Commun., 2015,51, 6643-6646

Author version available

Rational design of a photo-crosslinking BODIPY for in situ protein labeling

D. P. Murale, S. C. Hong, J. Yun, C. N. Yoon and J. Lee, Chem. Commun., 2015, 51, 6643 DOI: 10.1039/C5CC01068C

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