Amino acids for Diels-Alder reactions in living cells

Under tension: A set of genetically encoded unnatural amino acids can be used for biocompatible site-specific labeling of proteins with fluorogenic dyes. The new compounds have norbornene and trans-cyclooctene units that react with tetrazine derivatives in an inverse-electron-demand Diels-Alder cycl...

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Main Authors: Plass, Tilman (Author) , Milles, Sigrid (Author) , Köhler, Christine (Author) , Szymański, Jędrzej (Author) , Müller, Rainer Wolfgang (Author) , Schultz, Carsten (Author) , Lemke, Edward A. (Author)
Format: Article (Journal)
Language:English
Published: 2012 Mar 30
In: Angewandte Chemie. International edition
Year: 2012, Volume: 51, Issue: 17, Pages: 4166-4170
ISSN:1521-3773
DOI:10.1002/anie.201108231
Online Access:Verlag, Volltext: http://dx.doi.org/10.1002/anie.201108231
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201108231
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Author Notes:Tilman Plass, Sigrid Milles, Christine Koehler, Jędrzej Szymański, Rainer Mueller, Manfred Wießler, Carsten Schultz, and Edward A. Lemke
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Summary:Under tension: A set of genetically encoded unnatural amino acids can be used for biocompatible site-specific labeling of proteins with fluorogenic dyes. The new compounds have norbornene and trans-cyclooctene units that react with tetrazine derivatives in an inverse-electron-demand Diels-Alder cycloaddition (left in picture). The technique offers fast labeling that is orthogonal to labeling through azide-cyclooctyne click reaction (right).
Item Description:Gesehen am 20.09.2018
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201108231