Released on: September 22, 2008, 2:13 pm

Press Release Author: AnaSpec Inc.

Industry: Biotech

Press Release Summary: 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).

Press Release Body: San Jose, CA – September 22, 2008

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).1 TBTA,
Tris-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, also known as
tris-(benzyltriazolylmethyl)amine, is a stabilizing ligand for Cu(I) developed by
Tim Chan in Sharpless’ lab. TBTA protects Cu(I) from oxidation and
dispropotionation, while enhancing its catalytic activity.1-2 A C3-symmetric
derivative, TBTS is an extremely useful ligand for azide-alkyne cycloaddition with
106 fold of rate acceleration. Its tetradentate binding ability is able to
completely envelop the Cu(I) center, leaving no free binding sites available for
potential destabilizing interaction., Reactions are typically carried out with 1-2
mol % Cu(I) and TBTA without having to exclude oxygen and water.3

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, with
a MW of 530.6, is supplied in powder form at 97% purity.






References:
1. Chan, TR. et al. Org. Lett. 6, 2853 (2004).
2. Sharpless, KB. and MG. Finn, J. Am. Chem. Soc. 2003, 125, 3192.
3. Kolb, HC. and KB. Sharpless, Drug Discovery Today, 2003, 8, 1128.

About AnaSpec

AnaSpec is a leading provider of integrated proteomics solutions to the world’s
largest biotech, pharmaceutical, and academic research institutions. With a vision
for innovation through synergy, AnaSpec focuses on three core technologies:
peptides, detection reagents, and combinatorial chemistry.

For more information visit www.anaspec.com

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