Tetrazines for IEDDA

Pfizer compound category

A well-known bioorthogonal reaction is the Inverse Electron Demand Diels–Alder (IEDDA) cycloaddition between 1,2,4,5-tetrazines (electron-deficient dienes) and strained alkenes (such as norbornenes, trans-cyclooctenes, and cyclopropenes). This reaction is exceptionally fast, does not require a catalyst, and proceeds cleanly in complex biological systems without perturbing the biological milieu. The two major applications of tetrazine-based cycloadditions include: bioconjugation and click-to-release chemistry. Another important application of tetrazines in chemical biology is their ability to quench fluorescence. When a tetrazine is attached to a fluorophore, it quenches the fluorescence; however, after the cycloaddition reaction, the fluorescence is restored. Enamine offers a wide range of functionalized tetrazines, all available from stock.