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BTTAA

2-(4-((bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid

Cat. No. Amount Price (EUR) Buy / Note
CLK-067-25 25 mg 88,44 Add to Basket/Quote Add to Notepad
CLK-067-100 100 mg 142,48 Add to Basket/Quote Add to Notepad
Structural formula of BTTAA (2-(4-((bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid)
Structural formula of BTTAA

For research use only!

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C
Short term exposure (up to 1 week cumulative) to ambient temperature possible.

Shelf Life: 12 months after date of delivery

Molecular Formula: C19H30N10O2

Molecular Weight: 430.51 g/mol

Exact Mass: 430.26 g/mol

Purity: > 95 % (HPLC)

Form: white to off-white solid

Solubility: water, DMSO, DMF, MeOH

Description:
BTTAA is a water-soluble, very effective ligand for Cu(I)-catalyzed Alkyne-Azide click chemistry reactions (CuAAC). It serves a dual purpose: 1) Accelaration of the CuAAC reaction by maintaining the Cu(I) oxidation state of copper sources and 2) Protection of biomolecules from oxidative damage during the labeling reaction[1,2].

BTTAA is a superior alternative to water-insoluble TBTA.

A stock solution can be prepared in ddH2O and subsequently be stored at -20°C. Avoid freeze-thaw cycles.

Presolski et al.[3] and Hong et al.[4] provide a general protocol for CuAAC reactions that may be used as a starting point for the set up and optimization of individual assays.

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Product Citations:
Please click the black arrow on the right to expand the citation list. Click publication title for the full text.

Selected References:
[1] Besanceney-Webler et al. (2011) Increasing the Efficiacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study Angew. Chem. Int. Ed. 50:8051.
[2] Uttamapinant et al. (2012) Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling. Angew. Chem. Int. Ed. 51:5852.
[3] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[4] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.