2 3 aminopropylamino ethanol e6

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2-(3-aminopropylamino) ethanol (E6) is a chemical compound that functions as a laboratory reagent. It is commonly used as a building block in the synthesis of other chemical compounds. The core function of this product is to serve as a starting material or intermediate in various chemical reactions and processes conducted in laboratory settings.

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Ethanol (4825 citations) 2-(3-aminopropylamino)ethanol (E6; CAS (2 citations)

5 protocols using 2 3 aminopropylamino ethanol e6

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 PBAE Polymer

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1,5-pentanediol diacrylate (B5; Monomer-Polymer and Dajac Labs, Trevose, PA, USA), and 3-amino-1-propanol (S3; Alfa Aesar, Ward Hill, MA, USA) were combined in a 1:1.1 molar ratio of backbone to sidechain monomer and polymerized at 90°C under stirring for 24 h. The resulting acrylate-terminated polymer (B5S3) was dissolved in tetrahydrofuran, and 2-(3-aminopropylamino)ethanol (E6; Sigma-Aldrich, St. Louis, MO, USA) was added at a 10-fold molar excess. The end capping reaction was allowed to proceed for 1 h at room temperature (RT) under stirring. Endcapped PBAE polymer 536 was purified twice in diethyl ether to remove unreacted monomer and short oligomers and then dried under desiccant for approximately 48 h to remove traces of ether. PBAE 536 was dissolved in anhydrous DMSO and stored at −20°C with desiccant. Molecular weight was characterized by Gel Permeation Chromatography (GPC, Waters 2414 Refractive Index Detector, Milford, MA, USA).

Vaughan H.J., Zamboni C.G., Radant N.P., Bhardwaj P., Revai Lechtich E., Hassan L.F., Shah K, & Green J.J. (2021). Poly(beta-amino ester) nanoparticles enable tumor-specific TRAIL secretion and a bystander effect to treat liver cancer. Molecular Therapy Oncolytics, 21, 377-388.

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Synthesis of Polypeptide Hydrogel Precursor

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1,5-Pentanediol diacrylate (B5) (Monomer-Polymer and Dajac Labs, Trevose, PA) and 3-amino-1-propanol (S3) (Alfa Aesar, Ward Hill, MA) were combined neat at a 1:1.1 ratio for a 1.5-g total mass and allowed to polymerize under stirring for 24 hours at 90°C. This polymer was then dissolved in anhydrous tetrahydrofuran. 2-(3-Aminopropylamino)ethanol (E6) (Sigma-Aldrich, St. Louis, MO) was added in 10-fold molar excess and stirred at room temperature (RT) for 1 hour. The resulting polymer was washed two times in diethyl ether and dried under vacuum for several days. The polymer was dissolved in anhydrous DMSO and stored with desiccant at −20°C at 100 mg/ml. Molecular weight was measured by GPC relative to polystyrene standards (Waters 2414 Refractive Index Detector, Milford, MA).

Vaughan H.J., Zamboni C.G., Hassan L.F., Radant N.P., Jacob D., Mease R.C., Minn I., Tzeng S.Y., Gabrielson K.L., Bhardwaj P., Guo X., Francisco D., Pomper M.G, & Green J.J. (2022). Polymeric nanoparticles for dual-targeted theranostic gene delivery to hepatocellular carcinoma. Science Advances, 8(29), eabo6406.

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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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Synthesis and Characterization of Acrylate-Based Biomaterials

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1,4-butanediol diacrylate (B4) (Alfa Aesar, Ward Hill, MA), 1,5-pentanediol diacrylate (B5) (Monomer Polymer & Dajac Labs), 3-amino-1-propanol (S3) (Alfa Aesar), 4-amino-1-pentanol (S4) (Alfa Aesar), 5-amino-1-pentanol (S5) (Alfa Aesar), 2-methylpentane-1,5-diamine (E4) (TCI America, Portland, OR), 2-(3-aminopropylamino)ethanol (E6) (Sigma-Aldrich, St. Louis, MO), and 1-(3-aminopropyl)-4-methylpiperazine (E7) (Alfa Aesar) were purchased and used as received. pEGFP-N1 was purchased from Elim Biopharmaceuticals and amplified by Aldevron (Fargo, ND). pfLuc Luciferase-pcDNA3 was a gift from William Kaelin (Addgene plasmid # 18964) and amplified by Aldevron (Fargo, ND). Purelink Genomic DNA Extraction kit (Thermo Fisher Scientific), PowerUp SYBR Green Master Mix (Applied Biosystems, Foster City, CA), Label IT®-Tracker™ Cy™3 and Cy™5 kit (Mirus Bio LLC, Madison, WI) were obtained from commercial vendors and used per manufacturer’s instructions.

Kim J., Vaughan H.J., Zamboni C.G., Sunshine J.C, & Green J.J. (2021). High-throughput evaluation of polymeric nanoparticles for tissue-targeted gene expression using barcoded plasmid DNA. Journal of controlled release : official journal of the Controlled Release Society, 337, 105-116.

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