762342

Sigma-Aldrich

Tris(3-hydroxypropyltriazolylmethyl)amine

95%

Synonym(s):
THPTA, 3,3′,3′′-(4,4′,4′′-(Nitrilotris(methylene))tris(1H-1,2,3-triazole-4,1-diyl))tris(propan-1-ol)
Empirical Formula (Hill Notation):
C18H30N10O3
CAS Number:
Molecular Weight:
434.50
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

reaction suitability

reaction type: click chemistry

mp

331-336 °C (decomposition)

storage temp.

2-8°C

SMILES string

OCCCN1N=NC(CN(CC2=CN(CCCO)N=N2)CC3=CN(CCCO)N=N3)=C1

InChI

1S/C18H30N10O3/c29-7-1-4-26-13-16(19-22-26)10-25(11-17-14-27(23-20-17)5-2-8-30)12-18-15-28(24-21-18)6-3-9-31/h13-15,29-31H,1-12H2

InChI key

VAKXPQHQQNOUEZ-UHFFFAOYSA-N

Application

Tris(3-hydroxypropyltriazolylmethyl)amine is a water-soluble copper(I) stabilizing ligand mainly used in copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reactions.
Effective ligand for copper-catalyzed azide-alkyne cycloadditions (CuAAC).

Packaging

100, 500 mg in glass bottle

pictograms

Exclamation mark

signalword

Warning

Target Organs

Respiratory system

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

Sheng Wang et al.
The Journal of pathology, 243(1), 78-88 (2017-06-29)
Protein modification by O-linked β-N-acetylglucosamine (O-GlcNAc) is emerging as an important factor in the pathogenesis of sporadic Alzheimer's disease (AD); however, detailed molecular characterization of this important protein post-translational modification at the proteome level has been highly challenging, owing to...
Ofer Stempler et al.
Nature communications, 8(1), 315-315 (2017-08-23)
Bacteria have developed various mechanisms by which they sense, interact, and kill other bacteria, in an attempt to outcompete one another and survive. Here we show that Bacillus subtilis can kill and prey on Bacillus megaterium. We find that Bacillus...
Vu Hong et al.
Bioconjugate chemistry, 21(10), 1912-1916 (2010-10-05)
The copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, optimized for biological molecules in aqueous buffers, has been shown to rapidly label mammalian cells in culture with no loss in cell viability. Metabolic uptake and display of the azide derivative of N-acetylmannosamine developed...
Viktoriya Sokolova et al.
Scientific reports, 10(1), 18033-18033 (2020-10-24)
The blood-brain barrier (BBB) is an efficient barrier for molecules and drugs. Multicellular 3D spheroids display reproducible BBB features and functions. The spheroids used here were composed of six brain cell types: Astrocytes, pericytes, endothelial cells, microglia cells, oligodendrocytes, and...
Esther van Andel et al.
ACS applied materials & interfaces, 9(44), 38211-38221 (2017-10-25)
Micron- and nano-sized particles are extensively used in various biomedical applications. However, their performance is often drastically hampered by the nonspecific adsorption of biomolecules, a process called biofouling, which can cause false-positive and false-negative outcomes in diagnostic tests. Although antifouling...

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