TBTA (tris(benzyltriazolylmethyl)amine) is a tertiary amine containing a 1,2,3-triazole group[1]. TBTA complexes with copper(I) and promotes click reaction catalysis by stabilizing the copper(I) oxidation state[2]. TBTA is one of the most widely used water-insoluble ligands in copper-catalyzed azide-alkyne cycloaddition (CuAAC)[3].
Click chemistry is a versatile reaction that can be used for the synthesis of a variety of conjugates. Virtually any biomolecule can be easily labelled with small molecules, such as fluorescent dyes, biotin, etc using click chemistry method.
Click chemistry reaction takes place between two components: azide and alkyne (terminal acetylene). Both azido and alkyne groups are nearly never encountered in natural biomolecules. Hence, the reaction is highly bioorthogonal and specific.
References:
[1] Alireza Movahedi, et al. One-pot synthesis of TBTA-functionalized coordinating polymers. Reactive and Functional Polymers.2014. 82:1-8.
[2] Kennedy D C, McKay C S, Legault M C B, et al. Cellular consequences of copper complexes used to catalyze bioorthogonal click reactions[J]. Journal of the American Chemical Society, 2011, 133(44): 17993-18001.
[3] Hagmann V, Sommer S, Fabian P, et al. Chemically monoubiquitinated PEX5 binds to the components of the peroxisomal docking and export machinery[J]. Scientific Reports, 2018, 8(1): 16014.
TBTA（三（苄基三唑基甲基）胺）是一种含有1,2,3-三唑基团的叔胺[1]。TBTA 与铜(I)络合，并通过稳定铜(I)氧化态促进点击反应催化[2] 。TBTA是铜催化叠氮化物-炔环加成（CuAAC）中使用最广泛的水不溶性配体之一[3]。
点击化学是一种多功能反应，可用于合成各种缀合物。事实上，任何生物分子都可以使用点击化学方法轻松地用小分子标记，例如荧光染料、生物素等。
点击化学反应发生在两种组分之间：叠氮化物和炔烃（末端乙炔）。叠氮基和炔基在天然生物分子中几乎从未遇到过。因此，该反应具有高度生物正交性和特异性。