5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid

5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid Structure
5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid structure
Common Name 5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid
CAS Number 1225146-53-1 Molecular Weight 301.3
Density N/A Boiling Point N/A
Molecular Formula C14H15N5O3 Melting Point 163-170°C (decomposition)
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

Synthesis and evaluation of a series of 1,2,4,5-tetrazines for bioorthogonal conjugation.

Bioconjug. Chem. 22 , 2263-2270, (2011)

1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling a...

Tetrazine-based cycloadditions: application to pretargeted live cell imaging.

Bioconjug. Chem. 19 , 2297-2299, (2008)

Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueou...

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

J. Am. Chem. Soc. 130 , 13518-13519, (2008)

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 yi...