Literature DB >> 18798613

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

Melissa L Blackman1, Maksim Royzen, Joseph M Fox.   

Abstract

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 cell lysate. The rate of the ligation between trans-cyclooctene and 3,6-di-(2-pyridyl)-s-tetrazine is very rapid (k2 2000 M-1 s-1). This fast reactivity enables protein modification at low concentration.

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Year:  2008        PMID： 18798613      PMCID： PMC2653060          DOI： 10.1021/ja8053805

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  26 in total

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9.  A photochemical synthesis of functionalized trans-cyclooctenes driven by metal complexation.

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