Genetically Encoded Cyclopropene Directs Rapid, Photoclick-Chemistry-Mediated Protein Labeling in Mammalian Cells

We just click: Genetic incorporation of a cyclopropene amino acid CpK (see scheme) site‐specifically into proteins in E. coli and mammalian cells was achieved using an orthogonal aminoacyl‐tRNA synthetase/tRNACUA pair (CpKRS/MbtRNACUA). Cyclopropene exhibited fast reaction kinetics in the photoclick...

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Veröffentlicht in:	Angewandte Chemie International Edition 2012-10, Vol.51 (42), p.10600-10604
Hauptverfasser:	Yu, Zhipeng, Pan, Yanchao, Wang, Zhiyong, Wang, Jiangyun, Lin, Qing
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino Acid Sequence Amino acids Amino Acids - chemistry Amino Acids - genetics Amino Acyl-tRNA Synthetases - chemistry Amino Acyl-tRNA Synthetases - genetics Animals Archaeal Proteins - chemistry Archaeal Proteins - genetics bioorthogonal click chemistry Click Chemistry - methods Cyclopropanes - chemistry cyclopropenes Genetics Humans Lysine - analogs & derivatives Lysine - chemistry Lysine - genetics Mammals Marking Methanosarcina barkeri - enzymology Methanosarcina barkeri - genetics Molecular Sequence Data Organic compounds Proteins Reaction kinetics RNA, Transfer, Amino Acid-Specific - chemistry RNA, Transfer, Amino Acid-Specific - genetics tetrazoles
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Zusammenfassung:	We just click: Genetic incorporation of a cyclopropene amino acid CpK (see scheme) site‐specifically into proteins in E. coli and mammalian cells was achieved using an orthogonal aminoacyl‐tRNA synthetase/tRNACUA pair (CpKRS/MbtRNACUA). Cyclopropene exhibited fast reaction kinetics in the photoclick reaction and allowed rapid (ca. 2 min) labeling of proteins.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201205352