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906328

Sigma-Aldrich

BTTAA

≥95%

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C19H30N10O2
Numero CAS:
Peso molecolare:
430.51
Numero MDL:
Codice UNSPSC:
12352200
Prezzi e disponibilità al momento non sono disponibili

Saggio

≥95%

Stato

solid

Impiego in reazioni chimiche

reaction type: click chemistry

Disponibilità

available only in USA

Temperatura di conservazione

2-8°C

Stringa SMILE

[n]1(nnc(c1)CN(Cc3nn[n](c3)C(C)(C)C)Cc2nn[n](c2)CC(=O)O)C(C)(C)C

InChI

1S/C19H30N10O2/c1-18(2,3)28-11-15(21-24-28)8-26(7-14-10-27(23-20-14)13-17(30)31)9-16-12-29(25-22-16)19(4,5)6/h10-12H,7-9,13H2,1-6H3,(H,30,31)
MGQYHUDOWOGSQI-UHFFFAOYSA-N

Applicazioni

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.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

Flame

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Self-react. C

Codice della classe di stoccaggio

5.2 - Organic peroxides and self-reacting hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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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
Yinliang Yang et al.
Molecules (Basel, Switzerland), 18(10), 12599-12608 (2013-10-16)
Activity-based protein profiling uses chemical probes that covalently attach to active enzyme targets. Probes with conventional tags have disadvantages, such as limited cell permeability or steric hindrance around the reactive group. A tandem labeling strategy with click chemistry is now
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
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

Questions

  1. Regarding 906328 BTTAA as a copper ligand, can it be mixed with CuSO4 to make a stock solution? If so:
    1. What molecular ratio of Copper VS BTTAA would you recommend for the stock solution?
    2. Under what condition(s) would you recommend storing the stock solution?

    1 answer
    1. BTTAA can indeed be mixed with CuSO4 to create a stock solution, which can then be employed in copper-based click chemistry reactions.

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