Anaspec has announced that it carries the click chemistry ligand TBTA for Cu(I).
Copper (I) species are powerful catalysts for the formation of 1, 2, 3-triazoles from azides and alkynes.
The general thermodynamic instability of Cu(I) however, results in easy oxidation to Cu(II) and/or disproportionation to Cu(0) and Cu(II).
TBTA, tris-[(1-benzyl-1H-1, 2, 3-triazol-4-yl)methyl]amine, also known as tris-(benzyltriazolylmethyl)amine, is a stabilising ligand for Cu(I) developed by Tim Chan in Sharpless's laboratory.
TBTA protects Cu(I) from oxidation and dispropotionation, while enhancing its catalytic activity.
A C3-symmetric derivative, TBTA is a useful ligand for azide-alkyne cycloaddition with 106 fold of rate acceleration.
Its tetradentate binding ability is able to envelop the Cu(I) centre, leaving no free binding sites available for potential destabilising interaction.
Reactions are typically carried out with 1-2 mol per cent Cu(I) and TBTA without having to exclude oxygen and water.
For use as a tool in the drug discovery process, Anaspec carries TBTA, the click chemistry reagent used in Cu(I)TBTA-catalyzed azide-alkyne cycloaddition.
TBTA has a MW of 530.6 and is supplied in powder form at 97 per cent purity.
