3 amino 1 propanol

Manufactured by Thermo Fisher Scientific

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3-amino-1-propanol is a chemical compound commonly used in laboratory settings. It is a primary alcohol with an amino group attached to the propyl chain. The core function of this product is to serve as a chemical building block and intermediate in various organic synthesis reactions.

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1-propanol (10 citations)

8 protocols using 3 amino 1 propanol

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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Synthesis and Characterization of Amine-Modified PEG for Drug Delivery

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PEG with amine modified on the terminals (NH₂-PEG-NH₂, Mn =4,000), 3-amino-1-propanol (AP, 99%), 4-(dimethyl amino)pyridine (DMAP, 95%), pyrene (99%), cholesteryl chloroformate (Chol, 99%), and 1,4-butylene diacrylate (BD, 99%) were purchased from Alfa Aesar (Haverhill, MA, USA). DOX hydrochloride was purchased from Wuhan Yuan Cheng Gong Chuang Co. (Wuhan, People’s Republic of China) and hydrochloric acid was removed before use. Methylthiazoltetrazolium (MTT) was purchased from Sigma (St Louis, MO, USA). Phosphate-buffered saline (PBS) buffers with different pH values were purchased from 1st BASE (Selangor, Malaysia) and diluted to the intended concentration before use. HepG2 cell lines were obtained from the American Type Culture Collection (ATCC, Manassas, VA, USA) and cultured under the recommended conditions according to the supplier. Ultrapure water of chromatography grade was obtained from J.T. Baker (Center Valley, PA, USA). Anhydrous dichloromethane (DCM), anhydrous triethylamine (TEA), and other materials were prepared as described in previous work.42 (link),44 (link) All other reagents were used as received except additional description.

Huang X., Liao W., Zhang G., Kang S, & Zhang C.Y. (2017). pH-sensitive micelles self-assembled from polymer brush (PAE-g-cholesterol)-b-PEG-b-(PAE-g-cholesterol) for anticancer drug delivery and controlled release. International Journal of Nanomedicine, 12, 2215-2226.

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Differentiation of Neural Progenitor Cells

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Homo sapiens neurogenin-2 (Ngn2, pCMV6 vector, SC322602) and achaete-scute complex homolog 1 (Mash1, pCMV6 vector, SC117427) as transfection-ready DNAs were obtained from OriGene Technologies (Rockville, MD). pEGFP-N1 DNA was obtained from Elim Biopharmaceuticals (Hayward, CA). Recombinant fibroblast growth factor-2 (FGF-2) and epidermal growth factor (EGF) were purchased from Peprotech (Rocky Hill, NJ). Accutase was from Innovative Cell Technologies (San Diego, CA). Mouse laminin was obtained from Invitrogen (Carlsbad, CA), and 4′, 6-diamidino-2-phenylindole, dihydrochloride (DAPI) was from Molecular Probes (Eugene, OR). Primary antibodies used in this study are shown in Table S1. Fluorophore-conjugated secondary antibodies were purchased from Jackson ImmunoResearch (West Grove, PA).
Monomers used for synthesizing polymers (Scheme 1) were obtained as follows: 1,4-butanediol diacrylate (B4; Alfa Aesar, Ward Hill, MA), 1,5-pentanediol diacrylate (B5; Monomer-Polymer and Dajac Labs, Trevose, PA), 3-amino-1-propanol (S3; Alfa Aesar), 4-amino-1-butanol (S4; Alfa Aesar), 5-amino-1-pentanol (S5; Alfa Aesar), 2-(3-aminopropylamino) ethanol (E6; Sigma Aldrich, St. Louis, MO), and 1-(3-aminopropyl)-4-methylpiperazine (E7; Alfa Aesar). All other chemical reagents were from Sigma Aldrich (St. Louis, MO).

Li X., Tzeng S.Y., Liu X., Tammia M., Cheng Y.H., Rolfe A., Sun D., Zhang N., Green J.J., Wen X, & Mao H.Q. (2016). Nanoparticle-mediated Transcriptional Modification Enhances Neuronal Differentiation of Human Neural Stem Cells Following Transplantation in Rat Brain. Biomaterials, 84, 157-166.

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Synthesis of Acrylate-Terminated B-S Polymers

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1,4-Butanediol diacrylate (B4), 3-amino-1-propanol (S3), 5-amino-1-pentanol (S5), 1-(3-Aminopropyl)-4-methylpiperazine (E7) (Alfa Aesar), 2-(3-Aminopropylamino)ethanol (E6), 1-(2-Aminoethyl)piperazine (E39) (Sigma Aldrich), 1.5-Pentanediol diacrylate (B5) (SantaCruz Biotechnology), and 4-amino-1-butanol (S4) (Fisher Scientific) were purchased and stored as directed. Base monomer (B4 or B5) was mixed with sidechain monomer (S3, S4, or S5) at a 1.08:1 ratio, and the reaction was allowed to proceed for 24 h with stirring at 85°C. The neat acrylate terminated B-S polymer was then resuspended in tetrahydrofuran (THF, final concentration 200 mg/mL) and combined with 0.5M end-capping monomer (E6, E7, or E39) for 2 h with stirring at room temperature (see

Table S1

). The resulting polymer was precipitated twice in a 10X volume of diethyl ether and dried under vacuum for 48 h, then resuspended to 100 mg/mL in DMSO and stored at −20°C in Silica gel orange desiccant (Fisher Scientific). Yields of synthesized polymers following precipitation and drying range from 90% to 95%.

Luly K.M., Yang H., Lee S.J., Wang W., Ludwig S.D., Tarbox H.E., Wilson D.R., Green J.J, & Spangler J.B. (2022). Poly(Beta-Amino Ester)s as High-Yield Transfection Reagents for Recombinant Protein Production. International Journal of Nanomedicine, 17, 4469-4479.

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Synthesis and Characterization of MPEG-Succinic Acid Conjugates

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Methoxypoly(ethylene glycol) (MPEG, M_n=2,000, Aldrich), succinic anhydride (SA, 99%, Alfa Aesar), 3-amino-1-propanol (AP, 99%, Alfa Aesar), hexane-1,6-dioldiacrylate (HDD, 99%), methylthiazoltetrazolium (MTT), and phosphate-buffered saline (PBS) were purchased from Sigma Chemical Co., and 1st BASE (Malaysia), respectively. N,N′-dicyclohexylcarbodiimide (DCC, 99%, Alfa Aesar), 4-(dimethyl amino)pyridine (DMAP, 99%, Alfa Aesar), cholesteryl chloroformate (Chol, 99%, Alfa Aesar), anhydrous dichloromethane (DCM), anhydrous triethylamine (TEA), 1,4-dioxane, and other materials were received and prepared as described in previous work.31 (link)

Zhang C.Y., Xiong D., Sun Y., Zhao B., Lin W.J, & Zhang L.J. (2014). Self-assembled micelles based on pH-sensitive PAE-g-MPEG-cholesterol block copolymer for anticancer drug delivery. International Journal of Nanomedicine, 9, 4923-4933.

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Synthesis and Characterization of PBAEs

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PBAEs were synthesized as described previously.19 (link) Briefly, backbone monomers, 1,4-Butanediol diacrylate (B4, Alfa Aesar, Haverhill, MA) or 1,5-Pentanediol diacrylate (B5, Santa Cruz Biotechnology, Dallas, TX), were mixed at a 1.1:1 ratio with sidechain monomers 3-amino-1-propanol (S3, Alfa Aesar, Haverhill, MA), 4-amino-1-butanol (S4, Fisher Scientific, Hampton, NH), or 5-amino-1-pentanol (S5, Alfa Aesar, Haverhill, MA) and allowed to react overnight at 85°C. B-S polymers were then resuspended in tetrahydrofuran (THF) and endcapped with 2-(3-Aminopropylamino)ethanol (E6, Sigma, St. Louis, MO) or 1-(3-Aminopropyl)-4-methylpiperazine (E7, Alfa Aesar, Haverhill, MA) for 2 h at room temperature. Resulting polymers B4-S4-E6 (446), B4-S5-E7 (457), and B5-S3-E6 (536) were ether precipitated, dried, and stored at −20°C on desiccant. To determine the molecular weight and polydispersity index of PBAE 536, ether purified polymers were resuspended in tetrahydrofuran and gel permeation chromatography was performed using polystyrene reference standards and a refractive index detector (Agilent, Santa Clara, CA).

Vaughan H.J., Zamboni C.G., Luly K.M., Li L., Gabrielson K.L., Hassan L.F., Radant N.P., Bhardwaj P., Selaru F.M., Pomper M.G, & Green J.J. (2023). Non-Viral Gene Delivery to Hepatocellular Carcinoma via Intra-Arterial Injection. International Journal of Nanomedicine, 18, 2525-2537.

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Multifunctional Silica Nanoparticle Synthesis

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Dimethyl
sulfoxide (DMSO, 99.9%), toluene
(99.5%), and hexane (98.5%) were purchased from BDH. Anhydrous toluene
(99.8%), Reagent Plus acetone (≥99%), Poly(ethylene glycol)-block-poly(propylene glycol)-block-poly(ethylene
glycol) (Pluronic P123, average M_n ∼5800),
tetraethyl orthosilicate (TEOS, 99.0%), N,N-diisopropylethylamine (DIPEA, 99.9%), hydrochloric acid
(37 wt %), ethanolamine (>98%), 5-amino-1-pentanol (95%), and 4-nitrobenzaldehyde
(4-NB, 98%) were obtained from Sigma Aldrich. (3-Aminopropyl)trimethoxysilane
(IPTMS, 97%), ammonium hydroxide (28 wt % in H₂O), 3-amino-1-propanol
(99%), and 4-amino-1-butanol (98%) were acquired from Alfa Aesar.
1,4-Dimethoxybenzene (DMB, >99%) was produced by Tokyo Chemical
Industry
(TCI), and ethanol (99.5%) was produced by VMR Koptec.

Xie J., Ellebracht N.C, & Jones C.W. (2019). Inter- and Intramolecular Cooperativity Effects in Alkanolamine-Based Acid–Base Heterogeneous Organocatalysts. ACS Omega, 4(1), 1110-1117.

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Polymer-Mediated Transfection of Stem Cell Regulators

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Homo sapiens SRY (sex determining region Y)-box 2 (Sox2, CMV Promoter, RG200757) and oligodendrocyte transcription factor 2 (Olig2, CMV Promoter, RG208209) as transfection-ready DNAs were obtained from OriGene Technologies (Rockville, MD). pEGFP-N1 DNA was obtained from Elim Biopharmaceuticals (Hayward, CA). Recombinant human fibroblast growth factor-2 (FGF-2) and epidermal growth factor (EGF) were purchased from Peprotech (Rocky Hill, NJ). Poly-l-lysine was obtained from ScienCell Research Laboratories (Carlsbad, CA). 4′,6-Diamidino-2-phenylindole, dihydrochloride (DAPI) was purchased from Molecular Probes (Eugene, OR). Primers and primary antibodies used in this study are shown in Tables S1 and S2,† respectively. Fluorophore-conjugated secondary antibodies were purchased from Jackson ImmunoResearch (West Grove, PA).
Monomers used for synthesizing polymers (Scheme 1) were obtained as follows: 1,4-butanediol diacrylate (B4; Alfa Aesar, Ward Hill, MA), 1,5-pentanediol diacrylate (B5; Monomer-Polymer and Dajac Labs, Trevose, PA), 3-amino-1-propanol (S3; Alfa Aesar), 4-amino-1-butanol (S4; Alfa Aesar), 5-amino-1-pentanol (S5; Alfa Aesar), 2-(3-aminopropylamino) ethanol (E6; Sigma Aldrich, St Louis, MO), and 1-(3-aminopropyl)-4-methylpiperazine (E7; Alfa Aesar). All other chemical reagents were obtained from Sigma Aldrich (St. Louis, MO).

Li X., Kozielski K., Cheng Y.H., Liu H., Zamboni C.G., Green J, & Mao H.Q. (2016). Nanoparticle-mediated conversion of primary human astrocytes into neurons and oligodendrocytes. Biomaterials science, 4(7), 1100-1112.

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