906328
BTTAA
≥95%
别名:
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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关于此项目
经验公式（希尔记法）:
C19H30N10O2
化学文摘社编号:
分子量:
430.51
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
产品名称
BTTAA, ≥95%
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
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
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
存储类别
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
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