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Issue 14, 2019
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Design and synthesis of cysteine-specific labels for photo-crosslinking studies

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Abstract

Chemical cross-linking mass-spectrometry (XL-MS) represents a powerful methodology to map ligand/biomacromolecule interactions, particularly where conventional methods such as X-ray crystallography, nuclear magnetic resonance (NMR) spectroscopy or cryo-electron microscopy (EM) are not feasible. In this manuscript, we describe the design and synthesis of two new photo-crosslinking reagents that can be used to specifically label free thiols through either maleimido or methanethiosulfonate groups and facilitate PXL-MS workflows. Both crosslinkers are based on light sensitive diazirines – precursors of highly reactive carbenes which offer additional advantages over alternative crosslinking groups such as benzophenones and aryl nitrenes given the controlled rapid and more indiscriminate reactivity.

Graphical abstract: Design and synthesis of cysteine-specific labels for photo-crosslinking studies

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Supplementary files

Article information


Submitted
20 Dec 2018
Accepted
23 Feb 2019
First published
07 Mar 2019

This article is Open Access

RSC Adv., 2019,9, 7610-7614
Article type
Paper

Design and synthesis of cysteine-specific labels for photo-crosslinking studies

M. Walko, E. Hewitt, S. E. Radford and A. J. Wilson, RSC Adv., 2019, 9, 7610
DOI: 10.1039/C8RA10436K

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