4 dimethylaminopyridine dmap

Hyaluronic acid (HA) was obtained from Contipro a.s (Dolni Dobrouc, Czech Republic) Particularly, HA of weight-average molecular weight and polydispersity (in brackets) (Mw = 15,000 [PDI = 1.5], 110,000 g/mol [PDI = 1.7], and 240,000 g/mol, [PDI = 1.8], respectively). Tetrahydrofurane (THF, 99.5%), isopropanol (IPA, 99.7%) were purchased from Lach-Ner (Neratovice, Czech Republic). Benzoyl chloride (BC, 99%), triethylamine (TEA, 98%), 10-undecylenic acid (98%), N,N-Diisopropylethylamine (DIPEA), 2-Hydroxy-4′-(2-hydroxyethoxy)-2-methylpropiophenone (Irgacure 2959), ammonium persulphate (APS), N,N,N′,N′-Tetramethylethylenediamine (TEMED, ~99%) and 2,2-dimethoxyphenylacetophenone (DMPA, Irgacure 651), riboflavin (98%), undecanoic acid, formic acid, sodium hydroxide, coenzyme Q10, α-Tocopherol, and curcumin were purchased from Sigma-Aldrich (Prague, Czech Republic). Deuterium oxide (D₂O) was purchased from CortecNet (Voisins le Bretonneux, France). 4-(dimethylamino) pyridine (DMAP, 99.5%) was obtained from Merck (Prague, Czech Republic). 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and ethidium homodimer were purchased from Life Technologies (Carlsbad, CA, USA).

Phenolic acids: SA, CA, and FA, β-sitosterol ≥ 70% (mainly impurities campesterol and β-sitostanol), 2,2-diphenyl-1-picrylhydrazyl radical (DPPH, 95%), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS), acetic anhydride, 4-(dimethylamino)pyridine (DMAP), 6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (Trolox), dicyclohexylcarbodiimide (DCC), potassium persulfate and potassium carbonate were obtained from Merck, Warszawa, Poland. Methanol, ethanol, ethyl acetate, dichloromethane, chloroform, hexane, and hydrochloric acid were purchased from Chempur, Piekary Śląskie, Poland. Thin layer chromatography (TLC) plates with fluorescent indicator UV₂₅₄, trade name ALUGRAM R SIL G/UV₂₅₄ (Macherey-Nagel, Dueren, Germany) and silica gel (pore size 60Å, 230–400 mesh, Kieselgel, Macherey-Nagel, Dueren, Germany) were purchased from Alchem, Toruń, Poland.

Different reagents were used throughout the research project. All the reagents used were of analytical grade and were purchased from reliable resources, and these reagents include the following: benzoyl chloride, triethylamine, and N, N′-dicyclohexylcarbodiimide (DCC) were purchased form (Sigma-Aldrich, the United States. 4-Dimethylaminopyridine (DMAP) was purchased from Merck, Germany. Benzoic acid was purchased from Alfa Aesar, the United Kingdom. Dichloromethane (DCM), methanol, ammonium chloride, magnesium sulfate, and acetonitrile (ACN) were purchased from Sigma-Aldrich, Germany. Resorcinol, catechol, and hydroquinol were purchased from Sigma-Aldrich, the UK. Gabapentin was donated as a gift from Birzeit Pharmaceutical Company, Palestine.

L-lactide (L-LA) and D-lactide were purchased from Purac (Gorinchem, The Netherlands). 2,2-Bis(hydroxymethyl)propionic acid (bis-MPA) was obtained from Acros (Geel, Belgium). Tin (II) 2-ethylhexanoate (Sn(Oct)₂), succinic anhydride, N-hydroxysuccinimide (NHS), N,N′-dicyclohexylcarbodiimide (DCC), mesyl chloride, deuterated chloroform (CDCl₃), aqueous ammonia (25%), glacial acetic acid, 1,7-diaminoheptane, norspermidine and spermine were obtained from Sigma-Aldrich (Zwijndrecht, The Netherlands). Methoxy-hydroxy poly(ethylene glycol) with a molecular weight of 5000 g/mol (mPEG5000-OH) was purchased from Fluka (Buchs, Switzerland). Triethylamine and 4-dimethylaminopyridine (DMAP) were acquired from Merck (Darmstadt, Germany). All other solvents were obtained from Biosolve (Valkenswaard, The Netherlands). Dichloromethane and toluene were dried over calcium hydride (Aldrich) and sodium wire, respectively, and distilled prior to use. All other chemicals were used as received.

Tert-butanol (t-BuOH), dimethyl sulfoxide (DMSO), diethyl ether, ethyl acetate, acetone, methanol (MeOH), dimethylacetamide (DMA), 2,2′-azobis(isobutyronitrile) (AIBN), 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile) (V70), acetic acid (CH₃COOH), dexamethasone (DEX), 4-(2-oxopropyl)benzoic acid (OPB), N-(3 dimethylaminopropyl)-N′-ethylcarboiimide hydrochloride (EDC), 4-(dimethylamino)pyridine (DMAP), dimethylformamide (DMF), dichloromethane (DCM), and porcine liver esterase were obtained from Merck KGaA (Darmstadt, Germany). The fluorescent dyes cyanine 5.5-succinimidyl ester (Cy5.5-NHS ester) and cyanine 5.5 (Cy 5.5) were obtained from Lumiprobe GmbH, (Hannover, Germany). Milli-Q water (H₂O) was used for all experiments and obtained from the appliance Millipore Merck, Darmstadt, Germany.(resistivity 18.2 MΩ·cm, 25 °C, organic carbon ≤ 5 ppb). dexamethasone (2 mg/mL of excipient QSP) used in in vivo experiments was purchased from Vibrac S.A. (Carros, France) and 3-aminophthalhydrazide monosodium salt was obtained from Thermo Fisher GmbH (München, Germany). Complete Freund’s adjuvant (CFA) was obtained from Becton, Dickinson and Company, Franklin Lakes, NJ, USA.

α-Mangostin (αM, purity ≥ 98% (HPLC)) was purchased from Aktin Chemicals, Inc. (Chengdu, China) and vadimezan (V, DMXAA, purity > 98%) was obtained from DC Chemicals (Shanghai, China). Ethylenediamine, methyl acrylate, D-glucoheptono-1,4-lactone (GHL), succinic anhydride (SucAnh), 2-chloro-1-methylpyridinium iodide (Mukaiyama reagent), 4-dimethylaminopyridine (DMAP), biotin, dimethyl sulfoxide (DMSO) and other reagents used in chemical syntheses were provided by Merck KGaA (Darmstadt, Germany). Spectra/Por^® 3 RC dialysis membrane (cellulose, MW_cutoff = 3.5 kDa) was purchased in Carl Roth GmbH & Co. KG (Karlsruhe, Germany).