Tris 2 aminoethyl amine

Manufactured by Merck Group

Sourced in United States

Tris(2-aminoethyl)amine is a chemical compound used in various laboratory applications. It is a colorless, viscous liquid with a characteristic amine odor. The compound serves as a buffer and complexing agent in biochemical and analytical procedures.

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17 protocols using tris 2 aminoethyl amine

Functionalization of Metal Oxides

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Portions of 3 g of each metal oxide studied (first dried overnight at 100 °C) were put into a glass flask. Then 90 cm³ of dried toluene and 0.29 cm³ of tris(2-aminoethyl)amine (Aldrich, St. Louis, MO, USA) were introduced. The mixtures were stirred and heated at 110 °C for 48 h. The solid product was then filtered off, washed with 160 cm³ of toluene and finally dried at 100 °C for 24 h. The samples obtained by this procedure are denoted as 3NH₂ + MgO, 3NH₂ + Al₂O₃ and 3NH₂ + Nb₂O₅.

Stawicka K, & Ziolek M. (2020). Tris(2-Aminoethyl)Amine/Metal Oxides Hybrid Materials—Preparation, Characterization and Catalytic Application. Molecules, 25(20), 4689.

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Polyamine Analytes Synthesis and Characterization

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Compound 1 was prepared as previously described. [41 (link)] Polyamine analytes spermine (2), spermidine (3), ethylenediamine (4), 1,3-diaminopropane (5), putrescine (6), cadaverine (7), 1,6-diaminohexane (8), 1,7-diaminoheptane (9), 1,8-diaminooctane (10), diethylenetriamine (11), N-(2-aminoethyl)-1,3-propanediamine (12), bis(3-aminopropyl)amine (13), triethylenetetramine (14), N-(2-aminoethyl)-N-3-aminopropylethylene diamine (15), N,N′-bis(2-aminoethyl)-1,3-propanediamine (16), 1,2-bis(3-aminopropylamino)ethane (17), N,N′-bis(3-aminopropyl)-1,3-propanediamine (18) and tris(2-aminoethyl)amine (19) were used as purchased from Aldrich. CdCl₂, PbCl₂ and ZnCl₂ were used as purchased from Strem.

Fletcher J.T, & Bruck B.S. (2015). Spermine detection via metal-mediated ethynylarene ‘turn-on’ fluorescence signaling. Sensors and actuators. B, Chemical, 207(Pt A), 843-848.

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Silica-gel Functionalization for Bio-applications

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The support 3-(glycidoxy)propyl-functionalized silica-gel (SiO₂-epoxy) was obtained from SiliCycle Inc. (Quebec, QC, Canada). According to the specification card, the particle sizes ranged between 40 and 63 μm, the molecular loading (grafting level) was 1.21 mmol g⁻¹, the specific surface area equaled 494 m² g⁻¹, the pore diameter was 60 Å and pore volume was 0.74 mL g⁻¹. All the reagents were commercially available products used with no further purification. Ethylenediamine, triethylenetetramine, tris(2-aminoethyl)amine, 4,7,10-trioxa-1,13-tridecanediamine, methyl acrylate, folic acid, salicylic acid, nicotinic acid were purchased from Sigma-Aldrich (St. Louis, MO, USA). All the solvents and salts used for the buffers preparation were of the purity grade p.a. Methanol and hydrochloric acid (HCl) were purchased from STANLAB (Lublin, Poland). N,N-dimethylformamide (DMF), dichloromethane (DCM), acetic acid (AcOH), sodium acetate (AcONa) and potassium chloride (KCl) were obtained from Eurochem (Tarnow, Poland). Di- and monosodium phosphates (Na₂HPO₄ and NaH₂PO₄) were purchased from POCH (Gliwice, Poland).

Pawlaczyk M, & Schroeder G. (2020). Dendrimer-Functionalized Hybrid Materials Based on Silica as Novel Carriers of Bioactive Acids. Molecules, 25(11), 2660.

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Functionalization of Peptide Scaffold with Maleimide

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Tris(2-aminoethyl) amine (Sigma-Aldrich, St. Louis, MO, USA) and 9 eq of 5-(tert-butoxycarbonylamino)-pentanoic acid/N,N’-dicyclohexylcarbodiimide (DCC)/1-hydroxy-7-azabenzotriazole (HOAt) were dissolved in DMF and the mixture was stirred overnight at room temperature, diluted with water and lyophilized. Cleavage of tert-butoxycarbonyl (Boc) protecting group was carried out with the mixture of TFA/DCM (1:1) at room temperature for 30 min. The reaction mixture was diluted with the mixture of 0.1% TFA/H₂O, lyophilized and purified by RP-HPLC. The purified peptide was dissolved in DMF and it was added dropwise to the mixture of 9 eq of 3-maleimidopropionic acid (MPA)/DCC/HOAt in DMF. The reaction mixture was stirred for 4 h at room temperature, diluted with water and lyophilized. The purified functionalized scaffold was dissolved in 50 mM phosphate buffer (pH = 7.0) and added dropwise to the solution of the 3.9 eq of 1 dissolved in the same buffer under constant stirring. The reaction was stirred overnight at room temperature. The details of the purification are given in the Supplementary Information (Table S1).

Bartus É., Olajos G., Schuster I., Bozsó Z., Deli M.A., Veszelka S., Walter F.R., Datki Z., Szakonyi Z., Martinek T.A, & Fülöp L. (2018). Structural Optimization of Foldamer-Dendrimer Conjugates as Multivalent Agents against the Toxic Effects of Amyloid Beta Oligomers. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 23(10), 2523.

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Oligonucleotide Synthesis and Radioactivity Quantification

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Oligonucleotides were purchased from Integrated DNA Technologies (IDT, Coralville, IA, USA), [γ-³²P]-ATP (6000 C_i/mmol) was purchased from Perkin-Elmer, C-18 Sep-Pak cartridges were purchased from Waters (Milford, MA, USA), and BS Poly-prep columns were obtained from BioRad (Hercules, CA, USA), acrylamide/bis-acrylamide 19:1 (40% solution, electrophoresis grade) was purchased from Fisher Scientific (Waltham, MA, USA). Uracil DNA glycosylase (UDG) and streptavidin were purchased from New England Biolabs (Ipswich, MA, USA). The compounds 1,4-diaminobutane, 1,5-diaminopentane, 1,6-diaminohexane, tris(2-aminoethyl)amine, NaBH₃CN, buffers, and other chemical reagents were purchased from Sigma-Aldrich (St. Louis, MO, USA). Quantification of radioactivity in polyacrylamide gels was carried out using a Personal Molecular Imager (BioRad) with Quantity One software (v.4.6.5). DMBAA (dimethylbutylammonium acetate) solutions used in the ESI-MS experiments was prepared as follows: a stock solution of N,N-dimethylbutyl amine (7.125 M) was diluted to 100 mM with water and adjusted to pH 7.1 with glacial acetic acid.

Housh K, & Gates K.S. (2021). Synthesis of DNA duplexes containing site-specific interstrand cross-links via sequential reductive amination reactions involving diamine linkers and abasic sites on complementary oligodeoxynucleotides. Chemical research in toxicology, 34(11), 2384-2391.

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Acacia Tannin Extract Characterization

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Commercial mimosa tannin extract (Acacia mearnsii, De Wild) was supplied by Silva Chimica (St. Michele Mondovi, Italy). Urea (99.5%, ACS reagent, Sigma-Aldrich, St. Louis, MO, USA). Distilled water (lab-made). Tris(2-aminoethyl)amine (96%, Sigma-Aldrich). Catechin (Sigma-Aldrich). Sodium hydroxide and hydrochloric acid were also used. All chemical reagents did not need purification before use.

Zhang B., Chen X., Pizzi A., Petrissans M., Dumarcay S., Petrissans A., Zhou X., Du G., Colin B, & Xi X. (2023). Highly Branched Tannin-Tris(2-aminoethyl)amine-Urea Wood Adhesives. Polymers, 15(4), 890.

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Synthesis and Characterization of Cobalt(II) Complexes

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All chemicals were used as received without further purification and were of the analytical grade. CoCl₂·6H₂O (Sigma-Aldrich, Johannesburg, South Africa), tris(2–aminoethyl)amine (Sigma-Aldrich, Johannesburg, South Africa), triethylaminetetramine (Sigma-Aldrich, Johannesburg, South Africa), and urea (Saarchem, Johannesburg, South Africa) were used as obtained. The complexes were prepared following literature methods [33 (link)] using the respective ligands. FT–IR spectra were recorded in Attenuated total reflection mode on a Spectrum BX, Perkin–Elmer FT–IR spectrometer (Perkin–Elmer, Waltham, MA, USA). Electronic spectra of complexes were recorded in water on a Shimadzu 1800 UV–Vis spectrophotometer (Shimadzu, Kyoto, Japan). ¹H NMR and ¹³C NMR spectra were recorded in D₂O/CH₃OD on a Bruker Ultrashield 400 Nuclear Magnetic Resonance Spectrometer (Bruker, Billerica, MA, USA). SC-XRD data were obtained on a Bruker Apex–II Duo CCD diffractometer (Bruker). The spectroscopic characterization data for the complexes has been included in the supplementary information.

Uprety B., Chandran R., Arderne C, & Abrahamse H. (2022). Anticancer Activity of Urease Mimetic Cobalt (III) Complexes on A549-Lung Cancer Cells: Targeting the Acidic Microenvironment. Pharmaceutics, 14(1), 211.

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CNC Slurry Characterization and Analysis

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CNC slurry (12.2 wt% in H₂O) was purchased from Cellulose Lab. Ethylenediamine (EDA), tris(2-aminoethyl)amine (Tris), poly(ethylenimine) solution (PEI) (1200–1300 Da, 50 wt% in H₂O), 10–15% sodium hypochlorite solution (NaClO), sodium hydroxide, 2,2,6,6-tetramethylpiperidine 1-oxyl free radical (TEMPO), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), and sodium bromide were purchased from Sigma-Aldrich and used without any further purification. Gas chromatography (GC) analyses were conducted using an Agilent 7890A gas chromatograph equipped with an Agilent G4513A autoinjector and a Flame Ionization Detector (FID). A Zebron ZB-MultiResidue-1 capillary GC column (30 m × 0.25 mm × 0.25 μm) was installed for pesticide detection. Agilent Technologies gas chromatography 1.5 mL volume vials with septum screw-caps were used in the analysis assays. Thermogravimetric analysis (TGA) was performed on a TA Instrument Hi-Res TGA 2950 analyzer. Analysis was conducted under nitrogen from 25 to 1000 °C using a 10 °C min⁻¹ gradient. Fourier Transform Infrared (FTIR) analysis was performed with a Nicolet Magna 500 with NicPlan FT-IR Microscope and Mapping Stage.

Swasy M.I., Brummel B.R., Narangoda C., Attia M.F., Hawk J.M., Alexis F, & Whitehead D.C. (2020). Degradation of pesticides using amine-functionalized cellulose nanocrystals. RSC Advances, 10(72), 44312-44322.

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Trimethylene Carbonate Polymerization Initiators

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Trimethylene carbonate (TMC) comes from Foryou Medical (Huizhou, China). The initiators (1,6-hexanediol, (99%), propylamine, benzylamine, 1,6-hexanediamine, p-xylenediamine, tris(2-aminoethyl)amine, bis(3-aminopropyl)amine, glycine methyl ester, L-phenylalanine methyl ester, the catalysts methanesulfonic acid (MSA), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), tin(II) 2-ethylhexanoate (Sn(Oct)₂), were purchased from Sigma Aldrich (Saint-Quentin Fallavier, France) and used as received. Anhydrous dichloromethane was retrieved from solvent purificator Inert PureSolv™ (Castelnau-le-Lez, France) and used as the polymerization solvent.

Brossier T., Volpi G., Lapinte V, & Blanquer S. (2021). Synthesis of Poly(Trimethylene Carbonate) from Amine Group Initiation: Role of Urethane Bonds in the Crystallinity. Polymers, 13(2), 280.

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Photopolymerizable Resin Formulation

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Tris(2-aminoethyl)amine (TREN, 96%), sodium
hydroxide (>99%), magnesium sulfate (>99.5%), isobornyl methacrylate
(IBOMA, technical grade), butylated hydroxytoluene (BHT, >99%),
and
phenylbis(2,4,6-trimethylbenzoyl)phospineoxide (BAPO, 97%) were all
purchased from Sigma-Aldrich. 2-(Methacryloyloxy)ethyl vanillin (MEV,
98%) was custom-synthesized by Ecosynth (Belgium).^{25 (link)} Priamine 1075 was kindly provided by CRODA. All solvents
were purchased from Biosolve.
The reference material Liqcreate
Deep Blue was kindly provided by Liqcreate. BMPR-06 is a resin formulation
based on previous research by NHL Stenden University, consisting of
acrylated soybean oil and isobornyl methacrylate (IBOMA).^{30 (link)}

Stouten J., Schnelting G.H., Hul J., Sijstermans N., Janssen K., Darikwa T., Ye C., Loos K., Voet V.S, & Bernaerts K.V. (2023). Biobased Photopolymer Resin for 3D Printing Containing Dynamic Imine Bonds for Fast Reprocessability. ACS Applied Materials & Interfaces, 15(22), 27110-27119.

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