"Close-to-Release": Spontaneous Bioorthogonal Uncaging Resulting from 
Ring-Closing Metathesis

Sabatino, Valerio; Rebelein, Johannes G.; Ward, Thomas R.

doi:10.1021/jacs.9b07193

アイテム詳細

登録内容を編集ファイル形式で保存

一時保存へ追加

タグ情報を表示リリース履歴を表示詳細要約

公開

学術論文

"Close-to-Release": Spontaneous Bioorthogonal Uncaging Resulting from Ring-Closing Metathesis

MPS-Authors

There are no MPG-Authors in the publication available

External Resource

There are no locators available

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

フルテキスト (公開)

公開されているフルテキストはありません

付随資料 (公開)

There is no public supplementary material available

引用

Sabatino, V., Rebelein, J. G., & Ward, T. R. (2019). "Close-to-Release": Spontaneous Bioorthogonal Uncaging Resulting from Ring-Closing Metathesis. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 141(43), 17048-17052. doi:10.1021/jacs.9b07193.

引用: https://hdl.handle.net/21.11116/0000-0008-D62C-6

要旨

Bioorthogonal uncaging reactions offer versatile tools in chemical biology. In recent years, reactions have been developed to proceed efficiently under physiological conditions. We present herein an uncaging reaction that results from ring-closing metathesis (RCM). A caged molecule, tethered to a diolefinic substrate, is released via spontaneous 1,4-elimination following RCM. Using this strategy, which we term "close-to-release", we show that drugs and fluorescent probes are uncaged with fast rates, including in the presence of mammalian cells or in the periplasm of Escherichia coli. We envision that this tool may find applications in chemical biology, bioengineering and medicine.