678937

Sigma-Aldrich

Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine

97%

Synonym(s):
TBTA
Empirical Formula (Hill Notation):
C30H30N10
CAS Number:
Molecular Weight:
530.63
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

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

Packaging

50, 500 mg in glass bottle

Application

A polytriazolylamine ligand which stabilizes Cu(I) towards disproportionation and oxidation thus enhancing its catalytic effect in the azide-acetylene cycloaddition.

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Frank Iversen et al.
Theranostics, 3(3), 201-209 (2013-03-09)
Some of the main concerns with in vivo application of naked small interfering RNA are rapid degradation and urinary excretion resulting in a short plasma half-life. In this study we investigated how conjugation of polyethylene glycol (PEG) with variable chain...
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...
Xiangyu Zhang et al.
Therapeutic advances in medical oncology, 12, 1758835920947976-1758835920947976 (2020-10-01)
Aspirin has recently emerged as an anticancer drug, but its therapeutic effect on lung cancer has been rarely reported, and the mechanism of action is still unclear. Long-term use of celecoxib in large doses causes serious side effects, and it...
Laurie D Cohen et al.
PloS one, 8(5), e63191-e63191 (2013-05-10)
Chemical synapses contain multitudes of proteins, which in common with all proteins, have finite lifetimes and therefore need to be continuously replaced. Given the huge numbers of synaptic connections typical neurons form, the demand to maintain the protein contents of...

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