Specifications:
Chemical Formula: C27H36N6O10
Molecular Weight: 604.61
CAS: 1682653-80-0
Purity: >95% by HPLC
Physical Form: red solid to red oil
Solubility: THF, DCM, DMF and DMSO
Storage at: -20 oC
Tetrazine-PEG5-NHS is a heterobifunctional linker functionalized with a tetrazine moiety for inverse electron demand Diels-Alder cycloaddition reactions and an activated NHS ester. It can be attached to the primary amine of targeted molecules. The tetrazine will react with strained alkenes such as trans-cyclooctene, norbornene and cyclopropene to yield a stable dihydropyridazine linkage.
Biocompatible – click reaction occurs efficiently under mild buffer conditions; requires no accessory reagents such as a copper catalyst or reducing agents (e.g. DTT)
Chemoselective – tetrazines do not react or interfere with other functional groups found in biological samples but conjugate to one another with high efficiency
Unprecedented kinetics – inverse-electron demand Diels-Alder chemistry is the fastest bioorthogonal ligation available
Hydrophilic spacer – PEG5 spacer enhanced solubility in aqueous buffers
References:
1. Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity, Melissa L ML Blackman et. al, Journal of the American Chemical Society, 130(41), 13518-13519 (2008)
2. Tetrazine-based cycloadditions: application to pretargeted live cell imaging, Neal K Devaraj et. al, Bioconjugate Chemistry, 19(12), 2297-2299 (2008)
3. Synthesis and evaluation of a series of 1,2,4,5-tetrazines for bioorthogonal conjugation, Mark R MR Karver et. al, Bioconjugate Chemistry, 22(11), 2263-2270 (2011)