Tu, Julian published the artcileStable, Reactive, and Orthogonal Tetrazines: Dispersion Forces Promote the Cycloaddition with Isonitriles, Recommanded Product: Picolinonitrile, the main research area is tetrazine cycloaddition isonitrile protein labeling; bioconjugation; bioorthogonal chemistry; chemoselectivity; cycloadditions; dispersion forces.
The isocyano group is a structurally compact bioorthogonal functional group that reacts with tetrazines under physiol. conditions. Now it is shown that bulky tetrazine substituents accelerate this cycloaddition Computational studies suggest that dispersion forces between the isocyano group and the tetrazine substituents in the transition state contribute to the atypical structure-activity relationship. Stable asym. tetrazines that react with isonitriles at rate constants as high as 57 L mol-1 s-1 were accessible by combining bulky and electron-withdrawing substituents. Sterically encumbered tetrazines react selectively with isonitriles in the presence of strained alkenes/alkynes, which allows for the orthogonal labeling of three proteins. The established principles will open new opportunities for developing tetrazine reactants with improved characteristics for diverse labeling and release applications with isonitriles.
Angewandte Chemie, International Edition published new progress about [4+1] Cycloaddition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Recommanded Product: Picolinonitrile.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts