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Topics (Click Chemistry)
"Click chemistry" is a synthetic chemistry technique that creates new functional molecules using reactions that produce simple and stable bonds. This concept was proposed by Professor Barry Sharpless and is characterized by simplifying chemical reactions and not producing unnecessary by-products. The conditions for click chemistry are high yield and high selectivity without protection, simplicity of reaction operation, easy availability of diverse raw materials, and progress under physiological conditions. The representative reaction is the cyclic addition of alkynes and azides, which produces 1,2,3-triazole. This method contributes to the reduction of time in the search for new compounds in the field of drug discovery.
Other known click reactions include SPAAC reactions and SPIEDAC reactions. The SPAAC reaction is an abbreviation for Strain-Promoted Azide-Alkyne Cycloaddition. It does not require a copper catalyst and can cause strain-promoted azide-alkyne cycloaddition at room temperature, making it possible to use in living cells. On the other hand, the SPIEDAC reaction is an abbreviation for Strain-Promoted Inverse Electron-demand Diels-Alder Cycloaddition. Extremely electron-deficient complex rings such as tetrazines and triazines show high reactivity to strained C-C multiple bond compounds such as norbornene, trans-cyclooctene, and cyclooctyne. Compared to other reactions, it does not require metal catalysts and is overwhelmingly fast, which is the biggest feature. These reactions are used as bioconjugate reactions and play an important role in observing chemical reactions in the body where various functional groups coexist.
Contents
TCI Articles on Click Chemistry
Click Chemistry of Alkyne and Azide
Click Chemistry of Cyclooctyne Analog and Azide
Click Chemistry of TCO (trans-Cyclooctene) Derivative and Tetrazine
Product Category Pages on Click Chemistry
Product Brochures on Click Chemistry
Useful Links on Click Chemistry
- [Organic Chemistry Portal] Click Chemistry - Azide-Alkyne Cycloaddition
- Click Chemistry, A Powerful Tool for Pharmaceutical Sciences
C. D. Hein, X. Liu, D. Wang, Pharm. Res. 2008, 25, 2216.
- Biomedical applications of copper-free click chemistry: in vitro, in vivo, and ex vivo
E. Kim, H. Koo, Chem. Sci. 2019, 10, 7835. - Click chemistry and drug delivery: A bird's-eye view
S. M. Kondengadan, S. Bansal, C. Yang, D. Liu, Z. Fultz, B. Wang, Acta Pharm. Sin. B 2023, 13, 1990. - Click chemistry in the synthesis of antibody-drug conjugates
R. Dudchak, M. Podolak, S. Holota, O. Szewczyk-Roszczenko, P. Roszczenko, A. Bielawska, R. Lesyk, K. Bielawski, Bioorg. Chem. 2024, 143, 106982.