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Merck

906328

Sigma-Aldrich

BTTAA

≥95%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C19H30N10O2
CAS-Nummer:
Molekulargewicht:
430.51
MDL-Nummer:
UNSPSC-Code:
12352200

Assay

≥95%

Form

solid

Eignung der Reaktion

reaction type: click chemistry

Verfügbarkeit

available only in USA

Lagertemp.

2-8°C

Anwendung

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.

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Piktogramme

Flame

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Self-react. C

Lagerklassenschlüssel

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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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)
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
Christen Besanceney-Webler et al.
Bioorganic & medicinal chemistry letters, 21(17), 4989-4992 (2011-06-17)
Members of the Bacteroidales order are among the most abundant gram-negative bacteria of the human colonic microbiota. These species decorate their cell-surface glycoproteins with fucosylated glycans, which are believed to play important roles in host intestinal colonization. Currently, there is
Junfeng Chen et al.
Journal of the American Chemical Society, 140(42), 13695-13702 (2018-09-08)
A major challenge in performing reactions in biological systems is the requirement for low substrate concentrations, often in the micromolar range. We report that copper cross-linked single-chain nanoparticles (SCNPs) are able to significantly increase the efficiency of copper(I)-catalyzed alkyne-azide cycloaddition
Yong Liang et al.
Analytical chemistry, 86(8), 3688-3692 (2014-03-25)
P450 3A4 (CYP3A4) is one of the most important isoforms in the human cytochrome P450 superfamily. It was used as an example in this proof-of-concept study in order to demonstrate an activity-based labeling and then click chemistry (CC) mediated element-tagging

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