5 amino 1 pentanol

Manufactured by Thermo Fisher Scientific

Sourced in Panama, United States, Sao Tome and Principe

5-amino-1-pentanol is a chemical compound with the molecular formula C5H13NO. It is a primary alcohol with an amino group at the fifth carbon position. This compound is commonly used as an intermediate in the synthesis of various organic compounds.

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Lab products found in correlation

7 protocols using 5 amino 1 pentanol

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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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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Biomaterial Platform for Cell Engineering

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1,4-butanediol diacrylate (B4), 4-amino-1-butanol (S4), 5-amino-1-pentanol (S5), 1-(3-aminopropyl)-4-methylpiperazine (E7) (Alfa Aesar), pentane-1,3-diamine (E3) (TCI America), 2-(3-aminopropylamino)ethanol (E6) (Fluka), poly(ethylene glycol) methyl ether thiol (800 Da and 2000 Da), (Sigma-Aldrich), α-mercaptoethyl-ω-methoxy polyoxyethylene (5000 Da) (NOF America Corporation), and cell culture media components were purchased and used as received. HSV-tk gene cloned into the pcDNA3.1 vector (Life Technologies), and pEGFP-N1 (EGFP) and pDsRed (DsRed) DNA (Elim Biopharmaceuticals) were amplified by Aldevron. Ganciclovir (Invivogen), Label IT-Tracker Cy5 kit (Mirus Bio LLC), and CellTiter 96 AQueous One MTS assay (Promega) were obtained from commercial vendors and used per manufacturer’s instructions.

Kim J., Mondal S.K., Tzeng S.Y., Rui Y., Al-kharboosh R., Kozielski K.K., Bhargav A.G., Garcia C.A., Quiñones-Hinojosa A, & Green J.J. (2020). Poly(ethylene glycol)-poly(beta-amino ester)-based nanoparticles for suicide gene therapy enhance brain penetration and extend survival in a preclinical human glioblastoma orthotopic xenograft model. ACS biomaterials science & engineering, 6(5), 2943-2955.

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Cellular Uptake Mechanisms Evaluation

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1,4-Butanediol diacrylate and 5-amino-1-pentanol were purchased from Alfa Aesar (Ward Hill, MA, USA). Dodecylamine was purchased from Sigma-Aldrich (St. Louis, MO, USA). (PEO)₄-bisamine (“122”) was acquired from Molecular Biosciences (Boulder, CO, USA). All chemical reagents were used without further purification. Plasmids encoding green fluorescent protein (gWiz-GFP) and firefly luciferase (gWiz-Luc) were purchased from Aldevron (Fargo, ND, USA). jetPEI (Polyplus Transfection, Illkirch, France) and Lipofectamine 2000 were purchased from VWR (Radnor, PA, USA) and Invitrogen (Carlsbad, CA, USA), respectively. Transferrin, cholera toxin B, and 10 000 MW dextran, each labeled with AlexaFluor 647, were purchased from Invitrogen. Cytochalasin D, dynasore hydrate, chlorpromazine hydrochloride, filipin III, genistein, methyl-β-cyclodextrin, 5-(N-ethyl-N-isopropyl)amiloride, and U18666A were obtained from Sigma-Aldrich. Immortalized mouse embryonic fibroblast cell lines were cultured in DMEM (Invitrogen) supplemented with 10% fetal bovine serum (Invitrogen).

Eltoukhy A.A., Sahay G., Cunningham J.M, & Anderson D.G. (2014). Niemann-Pick C1 Affects the Gene Delivery Efficacy of Degradable Polymeric Nanoparticles. ACS Nano, 8(8), 7905-7913.

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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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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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