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Sigma-Aldrich

BTTES

Synonym(s):

3-(4-((Bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)propane-1-sulfonic acid, Copper click-chemistry ligand, Water-soluble CuAAC ligand

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About This Item

Empirical Formula (Hill Notation):
C20H34N10O3S
CAS Number:
2101505-88-6
Molecular Weight:
494.61
UNSPSC Code:
12161600

form

solid

reaction suitability

reaction type: click chemistry

availability

available only in USA

storage temp.

2-8°C

Related Categories

Application

BTTES is a a next-generation, water-soluble ligand for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) that accelerates reaction rates and suppresses cell cytotoxicity. The biocompatibility and fast kinetics of BTTES are advancements from water-insoluble TBTA and are desirable for bioconjugation in diverse chemical biology experiments.

Other Notes

Sulfated Ligands for the Copper(I)-Catalyzed Azide-Alkyne Cycloaddition

Increasing the Efficacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study

Biocompatible copper(I) catalysts for in vivo imaging of glycans

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Product No.
Description
Pricing

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Wei Wang et al.
Chemistry, an Asian journal, 6(10), 2796-2802 (2011-09-10)
The copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), the prototypical reaction of click chemistry, is accelerated by tris(triazolylmethyl)amine-based ligands. Herein, we compare two new ligands in this family--3-[4-({bis[(1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]propanol (BTTP) and the corresponding sulfated ligand 3-[4-({bis[(1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]propyl hydrogen sulfate (BTTPS)--for three bioconjugation applications: 1) labeling
David Soriano Del Amo et al.
Journal of the American Chemical Society, 132(47), 16893-16899 (2010-11-11)
The Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) is the standard method for bioorthogonal conjugation. However, current Cu(I) catalyst formulations are toxic, hindering their use in living systems. Here we report that BTTES, a tris(triazolylmethyl)amine-based ligand for Cu(I), promotes the cycloaddition reaction rapidly
Christen Besanceney-Webler et al.
Angewandte Chemie (International ed. in English), 50(35), 8051-8056 (2011-07-16)
Raising the bar: the efficacy of bioorthogonal reactions for bioconjugation has been thoroughly evaluated in four different biological settings. Powered by the development of new biocompatible ligands, the copper-catalyzed azide-alkyne cycloaddition has brought about unsurpassed bioconjugation efficiency, and thus it

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