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762342

Sigma-Aldrich

Tris(3-hydroxypropyltriazolylmethyl)amine

95%

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
MDL number:
MFCD27665386
UNSPSC Code:
12352300
PubChem Substance ID:
329766966
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

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

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.

related product

Product No.
Description
Pricing

906301

BTTES

906328

BTTAA, ≥95%

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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A two-component'double-click'approach to peptide stapling.
Lau YH, et al.
Nature Protocols, 10(4), 585-585 (2015)
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
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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