Specifications:
Chemical Formula: C31H46N8O7S
Molecular Weight: 674.81
CAS: N/A
Purity: >95%
Physical Form: red solid
Solubility: MeOH, DMF and DMSO
Storage at: -20 oC
Methyltetrazine-PEG4-biotin is a biotinylation reagent functionalized with methyltetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The tetrazine will react with strained alkenes such as trans-cyclooctene, norbornene and cyclopropene to yield a stable dihydropyridazine linkage. The extremely fast kinetics and selectivity enables the conjugation of two low abundance biopolymers in an aqueous and otherwise complex chemical environment. This bioorthogonal reaction possesses excellent selectivity and biocompatibility such that the complimentary partners can react with each other within richly functionalized biological systems, in some cases, living organisms. Thus, tetrazine-TCO ligation has found numerous applications in fluorescent imaging, drug delivery, PET and SPECT imaging, radionuclide therapy, radiochemistry or drug target identification among several others.
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 and trans-cyclooctene groups 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 – PEG4 spacer enhanced solubility in aqueous buffers
For more information, see
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)