Tris(3-hydroxypropyltriazolylmethyl)amine

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
Tris[[1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl]methyl]amine,THPTA
Non-Fluorochemicals, Heterocyclic Building Blocks, Non-Fluorinated Ligands
KUMI0F39
760952-88-3
MFCD27665386
9815600
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
Tris(3-hydroxypropyltriazolylmethyl)amine
C18H30N10O3
434.50
≥95.0%(HPLC,NMR,LCMS)
Off-white to Grey Solid
331-336°C
100mg,200mg,500mg,1g and 5g
Store recommended at 2-8°C Temperature
Tris(3-hydroxypropyltriazolylmethyl)amine (THPTA) is a water-soluble, very effective accelerating ligand for Cu(I)-catalyzed Alkyne-Azide click chemistry reactions (CuAAC). In addition to greatly enhancing the rate of CuAAC, THPTA is able to minimize perturbations to the physiological state of the cells or organisms probed and allows for effective bioconjugation with suppressed cell cytotoxicity by further lowering CuI loading in the catalyst formulation. Water-soluble THPTA click ligand further simplifies Click Chemistry by allowing the entire reaction to be run in water, affording biological compatibility for Click reactions.
Polytriazoles as Copper(I)-Stabilizing Ligands in Catalysis. [1]
Labeling Live Cells by Copper-Catalyzed Alkyne−Azide Click Chemistry. [2]
Involvement of VAT-1 in Phosphatidylserine Transfer from the Endoplasmic Reticulum to Mitochondria. [3]
Interspecies nutrient extraction and toxin delivery between bacteria. [4]
Silver nanoparticle plasmonic enhanced förster resonance energy transfer (FRET) imaging of protein-specific sialylation on the cell surface. [5]
Ketone Body Acetoacetate Buffers Methylglyoxal via a Non-enzymatic Conversion during Diabetic and Dietary Ketosis. [6]
Quantitative proteomics identifies altered O-GlcNAcylation of structural, synaptic and memory-associated proteins in Alzheimer's disease. [7]
References:
[1] T.R.Chan, R.Hilgrat, K.B.Sharpless, V.V.Fokin, Org. Lett., 2004, 6(17), pp 2853-2855.
[2] V.Hong, N.F.Steinmetz, M.Manchester, M.G.Finn, Bioconjugate Chem., 2010, 21(10), pp 1912-1916.
[3] M.Junker, T.A.Rapoport, Traffic, 2015, 16(12), pp 1306-1317.
[4] O.Stempler, A.K.Baidya, S.Bhattacharya, G.B.Malli Mohan, E.Tzipilevich, L.Sinai, G.Mamou, S. Benyehuda, Natural Commun. 8, 2017, 315.
[5] T.Zhao, T.Li, Y.Liu, Nanoscale, 2017, 9(28), pp 9841-9847.
[6] T.Salomón, C.Sibbersen, J.Hansen, D.Britz, M.V.Svart, T.S.Voss, N.Møller, N.Gregersen, K.A.Jørgensen, J.Palmfeldt, T.B.Poulsen, M. Johannsen, Cell Chem. Biol., 2017, 24(8), pp 935-943.
[7] S.Wang, F.Yang, V.A.Petyuk, M.E.Monroe, M.A.Gritsenko, K.D.Rodland, R.D.Smith, W.J.Qian, C.X.Gong, T.Liu, J. Pathol., 2017, 243(1), pp 78-88.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319,H335
P261,P305+P351+P338
2915.90.5050
NONH for all modes of transport

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2. Safety Data Sheet
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