678937
Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine
97%, solid
Synonym(s):
TBTA
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About This Item
Empirical Formula (Hill Notation):
C30H30N10
CAS Number:
Molecular Weight:
530.63
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Product Name
Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, 97%
Quality Level
assay
97%
form
solid
reaction suitability
reagent type: ligand
reaction type: click chemistry
mp
132-143 °C
storage temp.
−20°C
SMILES string
C(N(Cc1cn(Cc2ccccc2)nn1)Cc3cn(Cc4ccccc4)nn3)c5cn(Cc6ccccc6)nn5
InChI
1S/C30H30N10/c1-4-10-25(11-5-1)16-38-22-28(31-34-38)19-37(20-29-23-39(35-32-29)17-26-12-6-2-7-13-26)21-30-24-40(36-33-30)18-27-14-8-3-9-15-27/h1-15,22-24H,16-21H2
InChI key
WKGZJBVXZWCZQC-UHFFFAOYSA-N
Application
A polytriazolylamine ligand which stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.
hcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Timothy R Chan et al.
Organic letters, 6(17), 2853-2855 (2004-08-28)
Polytriazolylamines were synthesized by the copper(I)-catalyzed ligation of azides and alkynes. The C3-symmetric derivative, TBTA, was shown to be a powerful stabilizing ligand for copper(I), protecting it from oxidation and disproportionation, while enhancing its catalytic activity.
Brent R Martin et al.
Nature methods, 9(1), 84-89 (2011-11-08)
The reversible thioester linkage of palmitic acid on cysteines, known as protein S-palmitoylation, facilitates the membrane association and proper subcellular localization of proteins. Here we report the metabolic incorporation of the palmitic acid analog 17-octadecynoic acid (17-ODYA) in combination with
Qian Wang et al.
Journal of the American Chemical Society, 125(11), 3192-3193 (2003-03-13)
The copper-catalyzed cycloaddition reaction between azides and alkynes functions efficiently in aqueous solution in the presence of a tris(triazolyl)amine ligand. The process has been employed to make rapid and reliable covalent connections to micromolar concentrations of protein decorated with either