906328
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
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About This Item
Empirical Formula (Hill Notation):
C19H30N10O2
CAS Number:
Molecular Weight:
430.51
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
Assay:
≥95%
Form:
solid
assay
≥95%
form
solid
reaction suitability
reaction type: click chemistry
availability
available only in USA
storage temp.
2-8°C
SMILES string
[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)
InChI key
MGQYHUDOWOGSQI-UHFFFAOYSA-N
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
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
signalword
Danger
hcodes
Hazard Classifications
Self-react. C
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_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
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
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 906328-100MG | 04054839936562 |
| 906328-500MG | 04054839936579 |