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Published March 22, 2018 | Supplemental Material + Published
Journal Article Open

Norbornene probes for the study of cysteine oxidation


Cysteine residues on proteins can react with cellular oxidants such as hydrogen peroxide. While this process is important for scavenging excess reactive oxygen species, the products of this oxidation may also mediate cell signalling. To understand the role of cysteine oxidation in biology, selective probes are required to detect and quantify its occurence. Cysteine oxidation products such as sulfenic acids are sometimes unstable and therefore short-lived. If such cysteine derivatives are to be analysed, rapid reaction with the probe is required. Here we introduce norbornene derivatives as probes for cysteine oxidation, and demonstrate their ability to trap sulfenic acids. The synthesis of norbornene derivatives containing alkyne or biotin affinity tags are also reported to facilitate the use of these probes in chemical biology and proteomics.

Additional Information

© 2017 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/). Received 3 September 2017; Received in revised form 2 November 2017; Accepted 3 November 2017; Available online 4 November 2017. The authors acknowledge generous financial support from the Australian Research Council (DE150101863, J.M.C), The Royal Society (University Research Fellowship, G.J.L.B), the EPSRC (G.J.L.B) and the European Research Council (Starting Grant, G.J.L.B.). Daniel Jardine of Flinders Analytical is acknowledged for assistance with mass spectrometry.

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Published - 1-s2.0-S004040201731147X-main.pdf

Supplemental Material - mmc1.pdf


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August 21, 2023
August 21, 2023