Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels− Alder reactivity
ML Blackman, M Royzen, JM Fox - Journal of the American …, 2008 - ACS Publications
ML Blackman, M Royzen, JM Fox
Journal of the American Chemical Society, 2008•ACS PublicationsDescribed 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 (k 2 2000 M− 1 s− 1). This fast reactivity
enables protein modification at low concentration.
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 (k 2 2000 M− 1 s− 1). This fast reactivity
enables protein modification at low concentration.
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.
ACS Publications