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1-Methyl-4-aryl-urazole (MAUra) labels tyrosine in proximity to ruthenium photocatalysts

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Abstract

We designed and synthesised peptides conjugated with proline linkers and ruthenium photocatalysts. These peptides were used as substrates to evaluate the photocatalyst-proximity dependences of candidates for tyrosine labelling reagents. The 1-methyl-4-aryl-urazole (MAUra) structure was found to be a novel tyrosyl radical trapping agent to label tyrosine residues effectively under the conditions where the ruthenium photocatalyst and tyrosine were in close proximity. Using a ruthenium photocatalyst conjugated to a carbonic anhydrase ligand, the target protein in a complex protein mixture was labelled with remarkable target selectivity by azide- or desthiobiotin-conjugated MAUra derivatives.

Graphical abstract: 1-Methyl-4-aryl-urazole (MAUra) labels tyrosine in proximity to ruthenium photocatalysts

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Publication details

The article was received on 11 Apr 2018, accepted on 11 May 2018 and first published on 14 May 2018


Article type: Communication
DOI: 10.1039/C8CC02891E
Citation: Chem. Commun., 2018, Advance Article
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    1-Methyl-4-aryl-urazole (MAUra) labels tyrosine in proximity to ruthenium photocatalysts

    S. Sato, K. Hatano, M. Tsushima and H. Nakamura, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC02891E

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