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5 protocols using mpeg oh

1

Synthesis of Peptide-Grafted PEG Polymers

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DPT was received from the Institute of Chemical Industry, China Pharmaceutical University. d,l-lactic acid was purchased from Ling Feng Chemical Reagent Co (Shanghai, China). mPEG-OH, with a molecular weight of 2,000 g/mol, was purchased from Sigma-Aldrich (Sigma-Aldrich, St Louis, MO, USA). Dicyclohexylcarbodiimide (DCC), dimethylaminopyridine (DMAP) and N-(tert-butoxycarbonyl)-l-phenylalanine (Phe-NBOC) were purchased from J&K Chemical Ltd (Beijing, China). Cyclic carboxylic acid anhydrides (N-carboxyanhydrides or NCAs) of glutamic acid and lysine were obtained from Nanjing Chemlin Chemical Industry Co, Ltd (China). New Zealand rabbits and male Sprague Dawley rats were purchased from Qinglongshan Animal Center (Nanjing, China). All animal experiments were conducted in accordance with the terms regulated by the National Institute of Health Guide for the Care and Use of Laboratory Animals and were approved by the Animal Ethics Committee of China Pharmaceutical University.
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Synthesis and Characterization of mPEG-PLGA

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For the synthesis of mPEG-PLGA, 1.5 g of LA (Sigma-Aldrich), 1.2 g of GA (Sigma-Aldrich), and 2.5 g mPEG-OH (MW = 5000, Sigma-Aldrich) were added to a flask with nitrogen for 30 min. Then, 10 µL of tin(II) 2-ethylhexanoate (Sigma-Aldrich) was added, and the solution was flushed with nitrogen for 10 min. The polymerization of LA and GA was carried out at 130 °C for 30 h. The resulting mixture was cooled to room temperature, dissolved in 10 mL of tetrahydrofuran (THF, Sigma-Aldrich), precipitated into cold hexane three times, and dried under vacuum to obtain the product as a white solid. 1H NMR data: 3.72 (−O−CH2CH2−), 1.61 (−CH3), 4.82 (−CO−CH-O), 5.28 (−CO−CH2−O−) (Figure S5).
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Synthesis and Characterization of mPEG-NH2

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mPEG−OH, number-average molecular weight (Mn) = 2000 g mol−1, was purchased from Sigma-Aldrich (St. Louis, MO, USA). The mPEG45−NH2 was synthesized conforming to the previously reported protocol in our work [40 (link)]. THF and toluene were refluxed with sodium and distilled under nitrogen before usage. N,N-Dimethylformamide (DMF) was stored over calcium hydride (CaH2) and purified by vacuum distillation. All the other reagents and solvents were bought from Sinopharm Chemical Reagent Co. Ltd., Beijing, China, and used as obtained.
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4

Synthesis of mPEG-Dopamine Conjugates

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Polyethylene glycol methyl ether (mPEG-OH) with different molecular weights (Mn = 550, 2k, or 5k Da) were purchased from Sigma-Aldrich (St Louis, MO, USA). 1-mmol mPEG-OH was placed in a 100 mL round bottom flask, and vacuum dried for 2 h. 20 mL of dried tetrahydrofuran was added and stirred magnetically. Carbonyldiiazole (810 mg, 5 mmol) was added in an inert gas atmosphere, and the mixture was refluxed overnight. The resulting solution was cooled to room temperature by removing the heat source, and 100 μL of water was added and stirred for 5 min. Vacuum distillation was performed and the product obtained was dissolved in 20-mL dichloromethane, and dropped into cold diethyl ether to obtain the precipitate (mPEG-CI).
1-mmol mPEG-CI was dissolved in 40 mL of tetrahydrofuran. Dopamine hydrochloride (560 mg, 3 mmol) and triethylamine (1 mL) were added under an inert gas atmosphere and reacted at room temperature for 24 h. The solvent was evaporated using vacuum distillation. The product was dissolved in 20-mL dichloromethane, and dropped into cold diethyl ether to obtain the precipitate which was dried under vacuum conditions to give the white powdered product (mPEG-DA).
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5

Synthesis of Photosensitizer-Conjugated Nanocarriers

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mPEG-OH, anhydrous CH2Cl2, docosanedioic acid 6b, KI, dexamethasone and streptomycin were purchased from Sigma-Aldrich (Merck KGaA, Darmstadt, Germany). Triethyl amine and anhydrous DMSO were purchased from Acros Organics. Mesyl chloride, I2, 11-mercaptoundecanoic acid 5a and N-hydroxysuccinimide (NHS) were purchased from Aldrich. NH3 25% solution, NaSO4, MeOH, Na2SO3 and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDCI) were purchased from Carl Roth (Carl Roth GmbH + Co. KG, Karlsruhe, Germany). NaOH and HCl were bought from Fisher Scientific (Fisher Scientific GmbH, Schwerte, Germany). 2-Morpholinoethanesulfonic acid (MES), GSH, oxidized glutathione (GSSG), TCEP and fluorescein isothiocyanate (FITC) were purchased from TCI (TCI Deutschland GmbH, Eschborn, Germany). Hydroxyethyl cellulose (HEC) gel was purchased from Ashland (Düsseldorf, Germany). Diethyl ether, acetone and acetonitrile were purchased from VWR Chemicals (Avantor, Darmstadt, Germany). Meso-tetra (m-hydroxyphenyl) porphyrin (mTHPP) was purchased from Biolitec (Jena, Germany). Pheophorbide A (PhA) was purchased from Frontier scientific (Logan, UT, USA). Rapamycin was bought from LC Laboratories (Woburn, MA, USA). Aminated hyperbranched polyglycerol (hPG-NH2, 10 kDa, 70% functionalized, 20 mg/mL in MeOH) was synthesized according to Roller et al. [18 (link)].
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