Amino Acids for Diels-Alder Reactions in Living Cells

被引：272
|
作者：
Plass, Tilman [1 ]
Milles, Sigrid [1 ]
Koehler, Christine [1 ]
Szymanski, Jedrzej [1 ]
Mueller, Rainer [1 ]
Wiessler, Manfred [2 ]
Schultz, Carsten [1 ]
Lemke, Edward A. [1 ]
机构：
[1] EMBL, Struct & Computat Biol Unit, D-69117 Heidelberg, Germany
[2] DKFZ, D-69120 Heidelberg, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 17期
关键词：
amber suppression; click chemistry; Diels-Alder reactions; protein engineering; unnatural amino acids; RECOMBINANT PROTEINS; CLICK CHEMISTRY; LIGATION; ALKYNE; DNA; CYCLOADDITIONS; STRATEGIES; AZIDES;
D O I：
10.1002/anie.201108231
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
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). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：4166 / 4170
页数：5
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