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Merck
CN

762342

Tris(3-hydroxypropyltriazolylmethyl)amine

95%, solid

Synonym(s):

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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About This Item

Empirical Formula (Hill Notation):
C18H30N10O3
CAS Number:
760952-88-3
Molecular Weight:
434.50
UNSPSC Code:
12352300
PubChem Substance ID:
329766966
NACRES:
NA.22
MDL number:
MFCD27665386
Assay:
95%
Form:
solid

Key Documents

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Product Name

Tris(3-hydroxypropyltriazolylmethyl)amine, 95%

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

assay

95%

form

solid

mp

331-336 °C (decomposition)

storage temp.

2-8°C

Quality Level

100

reaction suitability

reagent type: ligand
reaction type: click chemistry

Related Categories

Application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB1217
MKCZ2408
MKCZ4774
MKCZ3739
MKCZ2406

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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
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
Patrik Fladischer et al.
Biotechnology journal, 14(3), e1800125-e1800125 (2018-06-05)
The site-specific incorporation of non-canonical amino acids (ncAAs) at amber codons requires an aminoacyl-tRNA synthetase and a cognate amber suppressor tRNA (tRNACUA ). The archaeal tyrosyl-tRNA synthetase from Methanocaldococcus jannaschii and the pyrrolysyl-tRNA synthetase (PylRS) from Methanosarcina mazei have been
A two-component'double-click'approach to peptide stapling.
Lau YH, et al.
Nature Protocols, 10(4), 585-585 (2015)
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.
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