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3 protocols using 4 4 6 dimethoxy 1 3 5 triazin 2 yl 4 methyl morpholinium chloride dmtmm

1

Synthesis of Dextran-Hyaluronate Hydrogels

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Dextran (40 kDa, pharmaceutical grade) was purchased from Pharmacosmos, Holbæk, Denmark. Sodium hyaluronate (27 kDa, pharmaceutical grade) was purchased from Contipro Pharma, Dolní Dobrouč, Czech Republic. Tyramine (99%), DMF (anhydrous, 99.8%), LiCl (99.0%), p-nitrophenyl chloroformate (PNC, 96%), pyridine (anhydrous, 99.8%), DMSO-d6 (99.9%), NaCl (≥99.0%), D2O (99.9 atom % D), horseradish peroxidase (HRP, 325 U/mg solid), and hydrogen peroxide (30%) were purchased from Sigma-Aldrich, Schnelldorf, Germany. Tyramine∙HCl salt (99%) was obtained from Acros Organics, Fair Lawn, NJ, USA. 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methyl-morpholinium chloride (DMTMM, 97%) was purchased from Fluorochem Ltd., Hadfield, UK. Ethanol (≥99.9%) and diethyl ether (≥99.7%) were purchased from Merck, Kenilworth, NJ, USA. Milli-Q water was used from the Milli-Q Advantage A10 system (Merck KGaA, Darmstadt, Germany) equipped with a 0.22 μm Millipak® 40 Express filter.
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2

Functionalization of Polysaccharides for Biomedical Applications

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Dextran (40 kDa, pharmaceutical grade) was purchased from Pharmacosmos, Holbæk. Denmark. Sodium hyaluronate (27 kDa, pharmaceutical grade) was purchased from Contipro Pharma, Dolní Dobrouč, Czech Republic. Tyramine (99%), DMF (anhydrous, 99.8%), LiCl (99.0%), p-nitrophenyl chloroformate (PNC, 96%), pyridine (anhydrous, 99.8%), DMSO-d6 (99.9%), NaCl (≥99.0%), D2O (99.9 atom % D), horseradish peroxidase (HRP, 325 units/mg solid) and hydrogen peroxide (30%) were purchased from Sigma-Aldrich, St. Louis, MO, USA. Tyramine HCl salt (99%) was obtained from Acros Organics, Fair Lawn, NJ, USA. 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM, 97%) was purchased from Fluorochem Ltd., Hadfield, UK. Ethanol (≥99.9%) and diethyl ether (≥99.7%) were purchased from Merck, Kenilworth, NJ, USA. Milli-Q water was used from the Milli-Q Advantage A10 system equipped with a 0.22 μm Millipak®-40 Express filter.
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3

Biotinylated PLGA Nanoparticle Synthesis

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Poly(D,L-lactide-co-glycolide) RG502 Resomer (PLGA, acid terminated PLGA-COOH), Pluronic F127, biotin, cysteamine hydrochloride, 2-mercaptoethanol, sodium azide, d6-dimethylsulfoxide (d6-DMSO), and Spectra/Por® dialysis membranes (MWCO 3.5 kDa) were purchased from SigmaAldrich (Merk Life Science, Milan, Italy). HEPES sodium salt and 2 M hydrochloric acid solution were supplied from Alfa Aesar (Thermo Fisher, Kandel, Germany). The 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) was from Fluorochem (Hadfield, UK).
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