Fluorogenic protein labeling using a genetically encoded unstrained alkene

X. Shang, X. Song, C. Faller, R. Lai, H. Li, R. Cerny, W. Niu, J. Guo

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

We developed a new fluorogenic bioorthogonal reaction that is based on the inverse electron-demand Diels-Alder reaction between styrene (an unstrained alkene) and a simple tetrazine. The reaction forms a new fluorophore with no literature precedent. We have identified an aminoacyl-tRNA synthetase/tRNA pair for the efficient and site-specific incorporation of a styrene-containing amino acid into proteins in response to amber nonsense codon. Fluorogenic labeling of purified proteins and intact proteins in live cells were demonstrated. The fluorogenicity of the styrene-tetrazine reaction can be potentially applied to the study of protein folding and function under physiological conditions with low background fluorescence interference.

Original languageEnglish (US)
Pages (from-to)1141-1145
Number of pages5
JournalChemical Science
Volume8
Issue number2
DOIs
StatePublished - 2017

ASJC Scopus subject areas

  • Chemistry(all)

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