1 3 diaminopropane

Manufactured by Merck Group

Sourced in United States, Japan

1,3-diaminopropane is a chemical compound with the formula H2N(CH2)3NH2. It is a colorless, viscous liquid used as a raw material in the production of various chemical products. The core function of 1,3-diaminopropane is to serve as a building block or intermediate in the synthesis of other chemicals and materials.

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Lab products found in correlation

25 protocols using 1 3 diaminopropane

Synthesis and Characterization of Novel Organic Compounds

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All solvents used were of Milli‐Q®, spectroscopic or HPLC‐grade. Absolute ethanol was purchased from VWR Chemicals. Tetrahydrofurane was dried and distilled over potassium. Trifluoro acetic acid was purchased from Carl Roth (Germany) in PEPTIPURE® ≥99,9 % quality. Sulfuric acid (≥95 %, Fisher Chemical), hydrochloric acid (37 %, Anal. Reag. Gr., Fisher Chemical), acetic acid (Anal. Reag. Gr., ChemSolute), methyl red (Alfa Aesar), carbonyldiimidazole (97 %, Alfa Aesar), 1,3‐diaminopropane (for synth., Merck), 1,6‐diaminohexane (98 %+, Alfa Aesar) and 1,8‐diaminooctane (98 %, Alfa Aesar) were used as received. 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene was dried over calciumchloride (anhydrous, technical, Bernd Kraft) and distilled in vacuo. 1,2‐Diaminoethane was distilled in vacuo.
UV‐vis measurements were performed on a Thermo Scientific™ Evolution™ 220 UV‐Vis‐spectrophotometer. If not stated otherwise, the measurements were done with 100 nm/min and a resolution of 1 nm.
NMR‐measurements were performed on a Jeol EZC 500. ¹H‐¹H‐NOESY NMR spectra were measured with a mixing time of 500 ms. 1D‐Spectra were analysed with MestreNova 9. 2D‐Spectra were analysed with Delta 5.3 by JEOL. NMR spectra can be found in the ESI.

Jaik T.G, & Jonas U. (2022). The “Tethered Solvent” Effect – H‐Bonding‐Controlled Thermo‐Halochromism of a Push‐Pull Azo Chromophore via Its Secondary Amidoalkyl Acrylamide Side Chain. Chemphyschem, 24(1), e202200512.

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Epoxy Resin Synthesis and Characterization

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EPIKOTE^TM MGS^TM RIMR135, a bisphenol-A-(epichlorohydrin) resin (number average molecular weight ≤ 700)-1,6-bis(2,3-epoxypropoxy) hexane, was purchased from Hexion. Tetrabutylammonium bromide (TBAB) was supplied by Sigma Aldrich (St. Louis, MO, USA) and used as a catalyst for the cycloaddition of carbon dioxide (CO₂) and transfer agent for the epoxidation reaction. In addition, 1,3-diaminopropane was purchased from Merck, and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and hexagonal boron nitride (h-BN) (particle size~1 µm) were acquired from Sigma Aldrich. H-Boron nitride was functionalized with commercial sugar to enhance mechanical properties.

El Khezraji S., Chaib M., Thakur S., Raihane M., Lopez-Manchado M.A., Verdejo R, & Lahcini M. (2022). Synthesis of Novel Non-Isocyanate Polyurethane/Functionalized Boron Nitride Composites. Polymers, 14(19), 3934.

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Polymer Synthesis and Transfection Reagents

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Lipofectamine 2000 (Invitrogen, Carlsbad, CA), Opti-MEM I (Invitrogen), pEGFP-N1 DNA (Elim Biopharmaceuticals, Hayward, CA), pDsRed-Max-N1^{39 (link)} (Addgene DNA plasmid 21718, Cambridge, MA), and cell culture media components were used as received. Monomers used for synthesizing polymers (Scheme 1) were purchased as follows: 1,3-butanediol diacrylate (B3b; Sigma-Aldrich, St. Louis, MO); 1,4-butanediol diacrylate (B4; Alfa Aesar, Ward Hill, MA); 1,5-pentanediol diacrylate (B5; Monomer-Polymer and Dajac Laboratories, Trevose, PA); 3-amino-1-propanol (S3; Alfa Aesar); 4-amino-1-butanol (S4; Alfa Aesar); 5-amino-1-pentanol (S5; Alfa Aesar); 1,3-diaminopropane (E1; Sigma-Aldrich); 1,3-diaminopentane (E3; TCI America, Portland, OR); 2-methyl-1,5-diaminopentane (E4; TCI America); 1,11-diamino-3,6,9-trioxaundecane (E5; TCI America); 2-(3-aminopropylamino)ethanol (E6; Sigma-Aldrich); 1-(3-aminopropyl)-4-methylpiperazine (E7; Alfa Aesar); 1-(3-aminopropyl)pyrrolidine (E8; TCI America); and cystamine dihydrochloride (E10; Alfa Aesar). 4′,6-Diamidino-2-phenylindole dihydrochloride (DAPI) was purchased from Sigma and used as a 750 nM solution in PBS. Other materials were reagent grade.

Guerrero-Cázares H., Tzeng S.Y., Young N.P., Abutaleb A.O., Quiñones-Hinojosa A, & Green J.J. (2014). Biodegradable Polymeric Nanoparticles Show High Efficacy and Specificity at DNA Delivery to Human Glioblastoma in Vitro and in Vivo. ACS Nano, 8(5), 5141-5153.

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Recombinant Protein Purification Protocol

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NAD⁺, spermidine, and 1,3-diaminopropane were purchased from Sigma–Aldrich (Tokyo, Japan). Ni²⁺-NTA agarose was purchased from Novagen (Darmstadt, Germany). Lipofectamine and geneticin (G418) were purchased from Invitrogen (Carlsbad, CA, USA). All other chemicals of analytical grade were purchased from Wako (Tokyo, Japan) unless otherwise stated.

Jeelani G, & Nozaki T. (2021). Eukaryotic translation initiation factor 5A and its posttranslational modifications play an important role in proliferation and potentially in differentiation of the human enteric protozoan parasite Entamoeba histolytica. PLoS Pathogens, 17(2), e1008909.

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Quantitative Analysis of Biogenic Amines

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The reference standards of 1,3-diaminopropane, putrescine, cadaverine hydrochloride, spermidine hydrochloride, spermine, agmatine sulfate salt, N-acetylputrescine hydrochloride, N-acetylspermine trihydrochloride, N-acetylspermidine dihydrochloride, l-ornithine hydrochloride, lysine, l-arginine, S-adenosyl-l-methionine, γ-aminobutyric acid and 1, 6-diaminohexane (used as an internal standard) were all obtained from Sigma-Aldrich (St. Louis, MO, USA). HPLC grade methanol was purchased from Fisher Chemicals (Fair Lawn, NJ, USA). Heptafluorobutyric acid (HFBA) was obtained from Sigma-Aldrich. All the other reagents were of analytic grade. Redistilled and deionized water was used throughout the study.

Xu H., Liu R., He B., Bi C.W., Bi K, & Li Q. (2016). Polyamine Metabolites Profiling for Characterization of Lung and Liver Cancer Using an LC-Tandem MS Method with Multiple Statistical Data Mining Strategies: Discovering Potential Cancer Biomarkers in Human Plasma and Urine. Molecules, 21(8), 1040.

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Synthesis of Nickel(II) Schiff Base Complex

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All chemicals were of reagent grade and were used without further purification: salicylaldehyde (Honeywell Fluka), 1,3‐diaminopropane (Sigma–Aldrich), and nickel(II) acetate tetrahydrate (POCH S.A.). All solvents were of spectroscopy grade; methanol, ethanol, chloroform, and acetone were purified, dried, and distilled before use.35 The Schiff base ligand and nickel(II) complex were synthesized by the methods described below.

Gonciarz A., Żuber M, & Zwoździak J. (2018). Spectrochemical Properties and Solvatochromism of Tetradentate Schiff Base Complex with Nickel: Calculations and Experiments. ChemistryOpen, 7(9), 677-687.

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Fluorescent Nanomedicine Synthesis

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1-Pyrenebutyric acid, octadecylamine, 5-β-cholanic acid, 1,3-diaminopropane, N-hydroxy succinimide, and 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide (EDC), indocyanine green (ICG), and fetal bovine serum (FBS) were obtained from Sigma-Aldrich (St. Louis, MO). Unless otherwise noted, all water was obtained from a Barnstead NANOpure Diamond (Thermo Scientific; Waltham, MA) system producing 18.2 MΩ water. Sodium hyaluronate was purchased from Lifecore Biomedical (Chaska, MN). Methanol and N,N-dimethylformamide (DMF) were purchased from Fisher Scientific (Pittsburgh, PA). Ethanol was purchased from the Warner-Graham Company (Cockeysville, MD). Matrigel was purchased from BD Biosciences (San Jose, CA). Penicillin/streptomycin and other media reagents were purchased from ATCC (Manassas, VA).

Hill T.K., Abdulahad A., Kelkar S.S., Marini F.C., Long T.E., Provenzale J.M, & Mohs A.M. (2015). Indocyanine Green-Loaded Nanoparticles for Image-Guided Tumor Surgery. Bioconjugate chemistry, 26(2), 294-303.

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Synthesis and Characterization of Sulfonyl Compounds

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All chemicals were purchased off the analytical grade. 4-bromomethylbenzenesulfonyl chloride, 1,3-diaminopropane, 4-nitrobenzene-sulfonyl chloride, and Et₃N from Sigma-Aldrich (USA). All solvents from Tedia (USA). Tris, FeCl₃, AlCl₃, and K₂CO₃ from Merck (Germany). Uranyl nitrate from BDH (England) and the uranium nitrate standard solution (1000 μg/mL U in 2%–5% aqueous HNO₃) from AccuStandard, (USA).
¹H-NMR and ¹³C-NMR were done on a 400 MHz Bruker instrument using DMSO as a solvent. The infrared spectra were recorded on a Tensor II FT-IR spectrometer with an ATR attachment from Bruker. UV-Vis spectra were recorded using a SPECORD 200 PLUS spectrophotometer, Analytik-Jena (Germany). Elemental analysis was performed using a FLASH 2000 CHNS/O Analyzer, Thermo-Scientific (USA). Thermal gravimetric analysis (TGA) was observed at a rate of 10 °C/min up to 900 °C under N₂ in alumina crucibles using a Netzsch TG 209F1 instrument. The sample mass range was 4.74–13.55 mg.

ABU SBEIH K, & AL HARAHSHEH M. (2024). Hydroxyl-terminated dendrimers with sulfonimide linkers as binders for metals of industrial significance. Turkish Journal of Chemistry, 48(1), 85-96.

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Hyaluronic Acid Conjugate Synthesis

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Sodium hyaluronate (10 kDa and 100 kDa) was purchased from Lifecore Biomedical (Chaska, MN, USA). 1-Pyrenebutyric acid, 1,3-diaminopropane, and ICG was obtained from Sigma-Aldrich (St. Louis, MO, USA). Cy7.5-amine was purchased from Lumiprobe Corporation (Hallandale Beach, FL, USA). 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), N-hydroxysuccinimide (NHS), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), methanol, and dialysis membranes (3500 MWCO and 6000–8000 MWCO), were purchased from Thermo Fisher Scientific (Waltham, MA, USA). Ethanol was purchased from the Warner-Graham Company (Cockeysville, MD, USA) or the General Supply at the University of Nebraska Medical Center. Desalting PD10 columns were purchased from GE Health-care Bio-Sciences (Pittsburgh, PA, USA). D₂O [99.9% D] and DMSO-D₆ [99.8% D] were purchased from EMD Millipore. All water was obtained from a Barnstead NANOpure Diamond or Barnstead GenPure system (Thermo Fisher Scientific) producing 18.2 MX water.

Souchek J.J., Wojtynek N.E., Payne W.M., Holmes M.B., Dutta S., Qi B., Datta K., LaGrange C.A, & Mohs A.M. (2018). Hyaluronic acid formulation of near infrared fluorophores optimizes surgical imaging in a prostate tumor xenograft. Acta biomaterialia, 75, 323-333.

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LC-MS Analysis of Polyamines and Related Compounds

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Acetonitrile (LC-MS grade) was purchased from Merck (Darmstadt, Germany), and methanol and formic acid (both LC-MS grade) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Chloroform, sodium bicarbonate, sodium carbonate, ammonium acetate, trifluoroacetic acid, perchloric acid, sodium hydroxide, acetone, and dansyl chloride were obtained from Sigma-Aldrich, whereas ethyl acetate was obtained from Merck. The water used throughout the study was purified in a Milli-Q system from Millipore (Burlington, MA, USA).
N1-acetylspermidine (N1-AcSPD), N8-acetylspermidine (N8-AcSPD), spermine-d20, spermine, spermidine-d6, spermidine, putrescine-d8, putrescine, N1,N12-diacetylspermine, N1,N8-diacetylspermidine (N1,N8-DiAcSPD), N8-acetylspermidine-d3, N1,N8-diacetylspermidine (N1,N8-DiAcSPD-d6), and agmatine were acquired from Toronto Research Chemicals (North York, ON, Canada). Cadaverine, N-acetylputrescine, N-acetylspermine (N1-AcSPM), lysine, ornithine, arginine, γ-aminobutyric acid, and 1,3-diaminopropane were purchased from Sigma-Aldrich. Lysine (¹³C₆,¹⁵N₂) and arginine (¹³C₆,¹⁵N₄) were supplied by Cambridge Isotope Laboratories (Tewksbury, MA, USA).
Oasis HLB cartridges (1 cc Vac Cartridge, 30 mg sorbent, and 30 µm particle size) were acquired from Waters (Milford, MA, USA).

Samarra I., Ramos-Molina B., Queipo-Ortuño M.I., Tinahones F.J., Arola L., Delpino-Rius A., Herrero P, & Canela N. (2019). Gender-Related Differences on Polyamine Metabolome in Liquid Biopsies by a Simple and Sensitive Two-Step Liquid-Liquid Extraction and LC-MS/MS. Biomolecules, 9(12), 779.

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