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3 protocols using 2 aminoethyl methacrylate hydrochloride

1

Synthesis and Characterization of Glucose-Functionalized Polymers

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Monohydroxy-capped poly(ethylene glycol) (PEG113-OH) with a mean degree of polymerization, DP, of 113 (Mn = 5000 g/mol, Mw/Mn = 1.02) was purchased from Aldrich and dried at 30 °C under vacuum overnight prior to use. 2-Diethylaminoethyl methacrylate (DEA, Aldrich, 99%) and styrene (St, Aldrich, 99%) were passed through basic alumina column to remove inhibitor and then vacuum distilled from CaH2 and stored at − 20 °C prior to use. 2, 2-Bipyridine (bpy), copper bromide (CuBr), 2-bromoisobutyryl bromide, 2-aminoethyl methacrylate hydrochloride (AMA.HCl), d-glucono-δ-lactone, bortezomib (BTZ), and Alizarin Red S (ARS) were all purchased from J&K and directly used. Methanol, toluene, triethylamine (TEA), 1-methyl-2-pyrrolidinone (NMP), and isopropyl alcohol (IPA) were purchased from Sinopharm Group Chemical Reagent Co., Ltd., and then distilled from CaH2 under reduced pressure. Dichloromethane, chloroform, dimethyl sulfoxide (DMSO), and other organic solvents were purchased from Sinopharm Group Chemical Reagent Co., Ltd., and directly used without further purification. Bromide terminated poly(ethylene glycol) (PEG113-Br) macroinitiator and 2-gluconamidoethyl methacrylate (GAMA) monomer were prepared from PEG113-OH and 2-bromoisobutyryl bromide, and AMA.HCl and d-glucono-δ-lactone, respectively, according to literature procedures [35 (link), 36 (link)].
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2

Polymer-Based Drug Delivery System Synthesis

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Dimethyldiethoxysilane (DMDES), 3-(trimethoxysilyl)propyl methacrylate (MPS), poly(ethylene glycol) methyl ether acrylate (PEGMA, Mn = 480), and 2-(dimethylamino)ethyl methacrylate (DMAEMA) were purchased from Sigma-Aldrich (St. Louis, MO, USA). In addition, 2-aminoethyl methacrylate hydrochloride (AEMA) was supplied by J&K Scientific Co., Ltd., Beijing, China. Poly(ethylene glycol) dimethacrylate (PEGDMA) was obtained from Tokyo Chemical Industry (Tokyo, Japan). Further, 8-arm-PEG-ACLT (20 kDa) was purchased from JenKem Technology Co., Ltd., Beijing, China. Doxorubicin hydrochloride (DOX) was purchased from Aladdin (Shanghai, China). Ammonium hydroxide (NH4OH content 28%–30%), sodium dodecyl sulfate (SDS), potassium persulfate (KPS), and ethanol were obtained from Sinopharm Chemical Reagent Co., Ltd., Beijing, China. Dulbecco’s modified Eagle’s medium (DMEM) and Dulbecco’s phosphate-buffered saline (DPBS) were purchased from Neuronbc, Beijing, China. Fetal bovine serum (FBS) and Trypsin were obtained from Gibco, Carlsbad, CA, USA.
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3

Synthesis of Glycopolymer-based Doxorubicin Carrier

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Poly(ethyleneglycol) monomethyl ether (MeO-PEG-OH, Sigma-Aldrich) with a molecular (Mn) weight of 5 kDa was dried at 35 °C in vacuum overnight before using. 2-(Diethylamino) ethyl methacrylate (DEA, Sigma-Aldrich) was passed through a basic alumina column to remove the inhibitor. Dichloromethane, triethylamine (TEA), N-methyl pyrrolidone (NMP) and dimethyl sulfoxide (DMSO) (Sinopharm Chemical Reagent Co. Ltd.) were purified according to standard procedures. Doxorubicin hydrochloride (DOX·HCl, J&K Scientific) was deprotonated by excess triethylamine. CuBr, 2,2-bipyridine (bpy), d-gluconolactone, hydroquinone, 2-bromoisobutyryl bromide, 2-aminoethyl methacrylate hydrochloride were purchased from J&K Scientific without further purification before use. The macro-initiator PEG-Br24,25 (link) and the monomer 2-gluconamidoethylmethacrylate (GAMA) were prepared according to reported procedures.26–28 (link)
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