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9 protocols using n n dimethylaminoethyl methacrylate

1

Ficin Catalytic Activity Evaluation

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Ficin (F4165) from Ficus latex purchased by Sigma, Burlington, MA, USA was used as the research object. Azocasein and N-benzoyl-DL-arginine-p-nitroanilide (BAPNA) supplied by Sigma Aldrich, Munich, Germany, were used as a hydrolysis substrate in the catalytic activity evaluation assays. Carboxymethyl cellulose sodium salt with Mw ~90 kDa and degree of substitution of 0.7 (Sigma Aldrich, Munich, Germany) was used as a carrier and in the graft copolymer synthesis. These products were utilized without any purification. N,N-dimethyl amino ethyl methacrylate (Sigma Aldrich, Munich, Germany) was previously distilled in a vacuum (Tb  =  62–65 °C/11 mm Hg; n20D = 1.4395) before the carrier synthesis.
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2

Synthesis and Characterization of Lignin-based Thermoresponsive Hydrogels

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N-isopropylacrylamide (NIPAM), N,N-dimethylaminoethyl methacrylate (DMAEMA) and N,N’-methylenebisacrylamide (MBA) were purchased from Sigma. Lignin (as Kraft lignin) and brominated lignin (i.e. α-bromoisobutyrylated lignin) (BrL) were prepared in polymer reaction engineering lab from Faculty of Chemical Engineering (Tarbiat Modares University, Tehran, Iran) using a procedure reported in the literature32 . All solvents were prepared as pure laboratory grade. Basic alumina (Al2O3) purchased from Sigma. N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDETA), Cu(I)Br (98%) were prepared from Sigma. It should be noted that PMDETA was purified by passing through a neutral alumina column before use. Cu(I)Br (98%) was purified by stirring in glacial acetic acid overnight, filtering, and washing with dry ethanol. Dimethylformamide (DMF), acetone, and n-hexane were prepared from Mojallali company (Tehran. Iran). Dialysis membrane with 6–8 kDa (cut-off) was purchased from SpectrumLabs Company (San Francisco, USA). Deionized water was used in all the experiments. Curcumin (CUR) was prepared from Nano Daroo Alborz company (Tehran, Iran). MTT powder was prepared from Sigma. The Hella cell line has also purchased from Pasteur Institute Iran cell bank (Tehran, Iran).
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3

Synthesis of Multifunctional Polymer Nanocomposites

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[2-(Methacryloyloxy)ethyl]trimethylammonium chloride (METAC) solution 80% in water Pluronic® F127, N,N-Dimethylaminoethyl Methacrylate and 2-Ethylaminoethanol are purchased from Sigma-Aldrich. Tetraethoxysilane (TEOS), β-Propiolactone and sodium N,N-Diethyldithiocarbamate trihydrate are purchased from Alfa Aesar. p-(Chloromethyl)phenyltrimethoxysilane was purchased from abcr.
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4

Synthesis of Biocompatible PU-PEG Hydrogel

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Polyurethane (PU, Mw = 110,000), Polyethylene glycol (PEG, Mw = 10,000), magnesium sulfate (MgSO4), dimethylformamide (DMF), tetrahydrofuran (THF), chloroform, dichloromethane, triethylamine, sodium chloride and sodium hydroxide were purchased from Merck Co. Camphorquinone, acryloyl chloride (97.0% purity), N,N-dimethylaminoethyl methacrylate, disodium monohydrogen phosphate, potassium dihydrogen phosphate, ammonium chloride, meloxicam, Tween 80, and potassium chloride were obtained from Sigma Aldrich Co. Phosphate-buffered saline (PBS) tablets was purchased from Zist Mavad Pharmed.
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5

Synthesis of Phene-like Monomers for Dental Composites

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Through Esstech Inc. (Essington, PA, USA) TEGDMA and Bis-GMA were acquired. From Sigma-Aldrich (St. Louis, MO, USA) N,N′-dimethylaminoethyl methacrylate (DMAEMA), and Camphoroquinone (CQ) were acquired. The used reagents were not purified. From Schott (UltraFine, Schott, Landshut, Germany) Silica fillers BaAlSiO2 (Ø 0.7 µm) were obtained silanated. The synthesis of “Phene like monomers” (hexaethylene glycol bis(carbamate-isoproply-α-methylstyrene) (HE-Phene) and triethylene glycol bis(carbamate-isoproply-α-methylstyrene) (TE-Phene)) was performed according to previous research [18 (link)].
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6

Synthesis of Novel Photoinitiator Precursor

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t-butyl hydroquinone, 4-dimethylaminopyridine, dicyclohexyl dimethylcarbodiimide (1M solution in dichloromethane), camphorquinone, N,N-dimethylamino ethylmethacrylate, anhydrous dichloromethane and acetone were purchased from Sigma-Aldrich (St. Louis, MO, USA). Hydrochloric acid, sodium chloride, sodium bicarbonate and sodium sulfate were purchased from EMD Chemicals USA (Gibbstown, NJ, USA). Finally, 4-(6-acryloyloxyhexyl-1-oxy) benzoic acid was prepared as previously reported by Portugall et al. [36 (link)].
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7

Polymer Synthesis and Characterization

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1,2-Dichlorobenzene (99%), 1,1,4,7,10,10-hexamethyltriethylenetetramine (HMTETA, 97%), 2-bromopropionitrile (97%), copper (I) bromide (CuBr, 99.999%), copper (II) bromide (CuBr2, 99%), p-xylene (≥99%) and ethyl bromide (98%) were purchased from Sigma Aldrich (Poznan, Poland) and used as received. N,N′-dimethylaminoethyl methacrylate (DMAEMA, 98%) was purchased from Sigma Aldrich and purified by distillation prior to use. An ion exchanger DOWEX MARATHON MSC was purchased from Sigma Aldrich and transformed into H+ using 1.6 mol/L HNO3. Acetone (99.5%) and silver nitrate (AgNO3, 99.9%) were purchased from POCH (Gliwice, Poland) and used as received. Tetrahydrofuran (THF, pure p.a.) was purchased from POCH and purified by distillation prior to use. A SpectraPor membrane with MWCO 1000 g/mol was purchased from Roth (Karlsruhe, Germany). Phosphate buffer saline (PBS) was purchased from PAA Laboratories GmbH (Oberosterreich, Austria). Mueller Hinton Broth (MHB) was purchased from HiMedia (Mumbai, India).
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8

Synthesis of CPADB and Maleimide-Modified RAFT Agent

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All chemicals were of reagent grade and used as received, unless otherwise specified. Cyano-4-[(phenyl carbonothioyl) thiol]-pentatonic acid (CPADB, RAFT agent) was synthesized as described 46 . Bovine serum albumin (BSA, Sigma Aldrich, >96%), 4',4-azobisisobutyronitrile (AIBN), toluene, cyclohexane, N,Ndimethyl amino ethyl methacrylate (DMAEMA, Sigma Aldrich 98%), dimethyl sulphoxide, chloroform, 4-(dimethylamino)pyridine (DMAP, Sigma Aldrich, >99%), ethyl acetate (Ajax, 99%), furan (Aldrich, >99%), hydrochloric acid (Ajax, 31.5% w/w), maleic anhydride (Fluka, >99%), n-hexane (Ajax, >95%), N,N-dimethylformamide (DMF, Ajax, 99.8%), ethanolamine (Ajax, 97%), Silica gel (Sigma-Aldrich, 60 Å,70-230 mesh), deuterated NMR solvents such as CDCl 3 and DMSO, were purchased from Sigma Aldrich. ROR2 siRNA (#s9758) and non-targeting siRNA (#4390844) were purchased from Life Technologies, USA. The synthesis of the protected-maleimide modified RAFT agent (MCPAD B) is described elsewhere. 33
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9

Synthesis and Characterization of Dental Composites

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Isophorone diisocyanate (IPDI, mixture of isomers), (MBCI, mixture of isomers), 1,3-bis(1-isocyanato-1-methylethyl) benzene (BIMEB), hexamethylene diisocyanate (HDI), 2-hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (HPMA, mixture of isomers), TEGDMA, dibutyltin dilaurate (DBTL), camphorquinone (CQ), N,N-dimethylaminoethyl methacrylate (DMAEMA), hydroquinone monomethyl ether (MEHQ), acetone and diethyl ether were used as received from Sigma-Aldrich Chemical (Milwaukee, WI, USA). The untreated barium borosilicate glass fillers (Herculite XRV, 0.7 microns) were supplied by Kerr Dental (Orange, CA, USA). Bis-GMA and UDMA were used as received from Esstech (Essington, PA, USA).
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