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2 protocols using 5 2 hydroxyethyl 4 methylthiazole

1

Synthesis of Antimicrobial Methacrylate Monomer

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The methacrylic monomer 2-(((2-(4-methylthiazol-5-yl)ethoxy)carbonyl)oxy)ethyl methacrylate (MTZ) was prepared according to the procedure described previously [32 (link)]. Anhydrous N,N-dimethylformamide (DMF, 99.8%), anhydrous tetrahydrofuran (THF, 99.9%), dimethylsulfoxide (DMSO, 99%), n-hexane (≥95%), 5-(2-hydroxyethyl)-4-methylthiazole (98%), 1-iodobutane (99%) and RAFT agent 2-cyano-2-propyl benzodithioate (CPBD, >97%), were purchased from Sigma Aldrich and used as received. 2,2′-Azobisisobutyronitrile (AIBN, 98%, Acros) was recrystallized twice from methanol. Cellulose dialysis membranes (CelluSep T-series and H1) were acquired from Membrane Filtration Products, Inc. Phosphate buffered saline powder (pH 7.4) was acquired from Sigma-Aldrich, buffer solution at pH 9 was obtained from Chem Lab.
For biological studies, sodium chloride solution (NaCl suitable for cell culture, BioXtra), Triton X-114 (laboratory grade) were obtained from Sigma-Aldrich. Growth medium, BBL Mueller–Hinton broth, was purchased from Becton Dickinson Company and Columbia agar (5% sheep blood) plates from BioMérieux. Staphylococcus aureus resistant to methicillin and oxacillin (S. aureus, ATCC 43300) used as bacterial strain was purchased from Oxoid, Thermo Fisher Scientific.
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2

Synthesis of Functional Biomaterials

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5-(2-hydroxyethyl)-4-methylthiazole (98%, Sigma Aldrich, Darmstadt, Germany), 4-dimethylaminopyridine (DMAP) (99%, Sigma Aldrich), 2-methylpropenoic acid (99%, Sigma Aldrich), N,N′-dicyclohexyl carbodiimide (DDC) (99%, Sigma Aldrich), 4-(2-(methacryloyloxy)-ethoxy)-4-oxobutanoic acid (99%, Sigma Aldrich), anhydrous acetonitrile (CH3CN) (99.8%, Alfa Aesar), 2-hydroxyethyl methacrylate (HEMA) (99.99%, Sigma-Aldrich), poly(ethylene glycol) diacrylate (Mn = 575 g/mol, PEGDA) (99.99%, Sigma-Aldrich), 4,4’-azobis (4-cyanopentanoic acid) (ACPA) (≥75%, Sigma-Aldrich), phosphate buffered saline powder (PBS, pH 7.4, Sigma Aldrich) and NaCl solution (0.9%, BioXtra, suitable for cell culture, Sigma Aldrich) were used as received.
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