Issue 86, 2014
From the journal:

Chemical Communications

Genetically encoded unstrained olefins for live cell labeling with tetrazine dyes†

Yan-Jiun Lee,a   Yadagiri Kurra,a   Yanyan Yang,a   Jessica Torres-Kolbus,b   Alexander Deitersbc  and  Wenshe R. Liu*a  

* Corresponding authors

a Department of Chemistry, Texas A&M University, College Station, TX 77843, USA
E-mail: wliu@chem.tamu.edu

b Department of Chemistry, North Carolina State University, Raleigh, NC 27695, USA

c Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA

Abstract

A number of non-canonical amino acids (NCAAs) with unstrained olefins are genetically encoded using mutant pyrrolysyl-tRNA synthetase–tRNAPylCUA pairs. These NCAAs readily undergo inverse electron-demand Diels–Alder cycloadditions with tetrazine dyes, leading to selective labeling of proteins bearing these NCAAs in live cells.

Graphical abstract: Genetically encoded unstrained olefins for live cell labeling with tetrazine dyes

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Article information

DOI
https://doi.org/10.1039/C4CC06435F
Article type
Communication
Submitted
15 Aug 2014
Accepted
02 Sep 2014
First published
03 Sep 2014

Chem. Commun., 2014,50, 13085-13088

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Genetically encoded unstrained olefins for live cell labeling with tetrazine dyes

Y. Lee, Y. Kurra, Y. Yang, J. Torres-Kolbus, A. Deiters and W. R. Liu, Chem. Commun., 2014, 50, 13085 DOI: 10.1039/C4CC06435F

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