Issue 14, 2019

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

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

Supplementary files

Article information

Article type
Paper
Submitted
20 Dec 2018
Accepted
23 Feb 2019
First published
07 Mar 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 7610-7614

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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