Ni, Yeke;
Wang, Yu;
Tabor, Alethea B;
Ward, John M;
Hailes, Helen C;
(2023)
The use of tyrosinases in a chemoenzymatic cascade as a peptide ligation strategy.
RSC Chemical Biology
10.1039/d2cb00237j.
(In press).
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Abstract
Peptides play many key roles in biological systems and numerous methods have been developed to generate both natural and unnatural peptides. However, straightforward, reliable coupling methods that can be achieved under mild reactions conditions are still sought after. In this work, a new N-terminal tyrosine-containing peptide ligation method with aldehydes, utilising a Pictet–Spengler reaction is described. In a key step, tyrosinase enzymes have been used to convert L-tyrosine to L-3,4-dihydroxyphenyl alanine (L-DOPA) residues, generating suitable functionality for the Pictet–Spengler coupling. This new chemoenzymatic coupling strategy can be used for fluorescent-tagging and peptide ligation purposes.
Type: | Article |
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Title: | The use of tyrosinases in a chemoenzymatic cascade as a peptide ligation strategy |
Open access status: | An open access version is available from UCL Discovery |
DOI: | 10.1039/d2cb00237j |
Publisher version: | https://doi.org/10.1039/D2CB00237J |
Language: | English |
Additional information: | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Biochemical Engineering UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
URI: | https://discovery.ucl.ac.uk/id/eprint/10162172 |
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