Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

906328

Sigma-Aldrich

BTTAA

≥95%

Synonym(s):

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, Copper click-chemistry ligand, Water-soluble CuAAC ligand

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H30N10O2
CAS Number:
1334179-85-9
Molecular Weight:
430.51
MDL number:
MFCD29918287
UNSPSC Code:
12352200

Assay

≥95%

form

solid

reaction suitability

reaction type: click chemistry

availability

available only in USA

storage temp.

2-8°C

Application

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

Other Notes

Biocompatible click chemistry enabled compartment-specific pH measurement inside E. coli

Fast, cell-compatible click chemistry with copper-chelating azides for biomolecular labeling

Metabolic labeling of fucosylated glycoproteins in Bacteroidales species

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

related product

Product No.
Description
Pricing

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H242

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Samra Obeid et al.
Chemical communications (Cambridge, England), 48(67), 8320-8322 (2012-07-07)
Modified nucleotides play a paramount role in many cutting-edge biomolecular techniques. The present structural study highlights the plasticity and flexibility of the active site of a DNA polymerase while incorporating non-polar "Click-able" nucleotide analogs and emphasizes new insights into rational
Fast, cell-compatible click chemistry with copper-chelating azides for biomolecular labeling.
Chayasith Uttamapinant et al.
Angewandte Chemie (International ed. in English), 51(24), 5852-5856 (2012-05-05)
Yongxian Xu et al.
Angewandte Chemie (International ed. in English), 57(15), 3949-3953 (2018-02-14)
Membrane voltage is an important biophysical signal that underlies intercellular electrical communications. A fluorescent voltage indicator is presented that enables the investigation of electrical signaling at high spatial resolution. The method is built upon the site-specific modification of microbial rhodopsin
Maiyun Yang et al.
Angewandte Chemie (International ed. in English), 51(31), 7674-7679 (2012-07-06)
Live-cell pH measurements: An environment-sensitive fluorophore (green) was site-specifically introduced on HdeA, an acid-resistant chaperone showing pH-mediated conformational changes under low pH conditions. A survey of the attachment sites led to the discovery of one position on HdeA at which
Zhiling Zhu et al.
Catalysis science & technology, 7(12), 2474-2485 (2017-11-14)
Ancillary ligands, especially the tripodal ligands such as tris(triazolylmethyl)amines, have been widely used to accelerate the Cu-catalyzed azide-alkyne cycloaddition (CuAAC, a "click" reaction). However, the relationship between the activity of these Cu(I) complexes and their stability against air oxidation and
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service