Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity.

Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity.
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DOI:
10.1021/ja8053805
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发表时间:
2008-10-15
影响因子:
15
通讯作者:
Fox, Joseph M.
Fox, Joseph M.
中科院分区:
化学1区
文献类型:
--
作者:
Blackman, Melissa L.;Royzen, Maksim;Fox, Joseph M.

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Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tolerate a broad range of functionality, and proceed in high yield in organic solvents, water, cell media or in cell lysate. The rate of the ligation between trans-cyclooctene and 3,6-di-(2-pyridyl)-s-tetrazine is very rapid (k2 2000 M−1s−1). This fast reactivity enables protein modification at low concentration.
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