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

Chemical Communications : Chem Comm
Dhiraj P MuraleJun-Seok Lee

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.

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Citations

Oct 7, 2016·New Journal of Chemistry = Nouveau Journal De Chimie·Qianli MengM Graça H Vicente
Mar 15, 2018·Chembiochem : a European Journal of Chemical Biology·Dhiraj P MuraleJun-Seok Lee
Sep 2, 2020·Journal of the American Chemical Society·Sheng-Yao Dai, Dan Yang
Jun 10, 2021·Organic & Biomolecular Chemistry·Katarina ZlatićNikola Basarić
Apr 14, 2020·Organic Letters·Rachael FayJason P Holland

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