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762342

Tris(3-hydroxypropyltriazolylmethyl)amine

Name: Tris(3-hydroxypropyltriazolylmethyl)amine
Brand: ALDRICH

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

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Properties

Product Name

Tris(3-hydroxypropyltriazolylmethyl)amine, 95%

Quality Level

100

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Labeling live cells by copper-catalyzed alkyne--azide click chemistry.

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

Quantitative proteomics identifies altered O-GlcNAcylation of structural, synaptic and memory-associated proteins in Alzheimer's disease.

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

A Semi-Rationally Engineered Bacterial Pyrrolysyl-tRNA Synthetase Genetically Encodes Phenyl Azide Chemistry.

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

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Global Trade Item Number

SKU	GTIN
762342-500MG	04061832922645
762342-5G	04065270988447
762342-1G	04065270988430
762342-100MG	04061832922638