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Merck

762342

Tris(3-hydroxypropyltriazolylmethyl)amine

95%, solid

Sinónimos:

3,3′,3′′-(4,4′,4′′-(Nitrilotris(methylene))tris(1H-1,2,3-triazole-4,1-diyl))tris(propan-1-ol), THPTA

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C18H30N10O3
Número CAS:
Peso molecular:
434.50
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Assay:
95%
Form:
solid
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Nombre del producto

Tris(3-hydroxypropyltriazolylmethyl)amine, 95%

Quality Level

assay

95%

form

solid

reaction suitability

reagent type: ligand
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).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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.
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
Viktoriya Sokolova et al.
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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

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