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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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 906328-100MG | 04054839936562 |
| 906328-500MG | 04054839936579 |