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5 protocols using ammonium hydroxide

1

Organic Synthesis Reagents Database

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Dichloromethane (CH2Cl2), chloroform (CHCl3, 99.94%), tetrahydrofuran (THF) (C4H8O, 99.94%) and ammonium hydroxide (NH4OH, 24.06%) were received from Lach-Ner s.r.o., Neratovice, Czech Republic. α-bromoisobutyryl bromide (C4H6Br2O, >98.0%), 3-thiopheneethanol (C6H8OS, 98.0%) and N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDETA) (C9H23N3, >99.0%) were recieved from Tokyo Chemical Industry, Tokyo, Japan. Nitromethane (CH3NO2, 98+%), copper(I) bromide (CuBr, 98%), dibutyltin dilaurate (DBTDL, [CH3(CH2)3]2Sn[O2C(CH2)10CH3], iron(III) chloride, anhydrous (FeCl3, 98%) and ethyl isocyanate (C3H5NO, 98%) were received from Alfa Aesar, Haverhill, MA, USA. Triethylamine (C6H15N, 99%), 3,4-ethylenedioxythiophene (EDOT, 99.0%) silica gel (SiO2) and 2-hydroxyethyl acrylate (C5H8O3, 97%) were received from Acros Organics, Geel, Belgium. Magnesium sulfate (MgSO4, 99.4%) was received from VWR Chemicals, Leuven, Belgium. Acetone (C3H6O, 98.0%) and ethanol (C2H5OH, 96.0%) were received from Gram-mol, Zagreb, Croatia. Methanol (CH3OH, 99.9%) was received from Carlo Erba Reagents, Val-de-Reuil, France and diethyl eter (C4H10O) was received from Macron Fine Chemicals, Radnor, PA, USA. All the solvents were used as received.
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2

Analytical Determination of Antiretroviral Drug

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Chemicals used in this study included: Abacavir Sulfate (CAS 188062-50-2) ≥ 99.0% purity (Sigma-Aldrich, Zwijndrecht, The Netherlands), Acetonitrile LC-MS grade (Honeywell, Offenbach am Main, Germany), ammonium acetate purity grade ≥ 98.0% (Sigma-Aldrich, The Netherlands), acetic acid 100% purity for LC-MS (Merck, Darmstadt, Germany), ammonium hydroxide 25% p.a. purity (Lach-Ner s.r.o., Neratovice, Czech Republic), hydrogen peroxide 30% p.a. purity (Lach-Ner s.r.o., Czech Republic), silver nitrate purity ≥ 99.0% (Lach-Ner s.r.o., Czech Republic), and sulphuric acid purity 96% (Penta, Prague, Czech Republic). Water was used for UHPLC/MS (Honeywell, Germany). Water for experiments was obtained by purifying demineralized water using an ELGA purification instrument (Metrohm, Herisau, Switzerland).
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3

Magnetic Nanoparticle Synthesis and Characterization

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FeCl2·4H2O, FeCl3·6H2O, benzene-1,4-diol (hydroquinone), benzene-1,3,5-triol (phloroglucinol), Folin–Ciocalteu (FC) reagent, 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, precursor chitosan (highly viscous) from crab shells, heparin sodium salt (Hep) from porcine intestinal mucosa, hydrochloric acid, ammonium persulfate, potassium thiocyanate, hydrogen peroxide, and cell counting kit-8 (CCK-8) were purchased from Sigma-Aldrich (Milwaukee, WI, USA). Ammonium hydroxide (30%) and glacial acetic acid were obtained from Lach-Ner (Neratovice, Czech Republic). Sodium carbonate was purchased from Lachema (Neratovice, Czech Republic). 3,4,5-Trihydroxybenzoic acid (gallic acid) was purchased from Loba Feinchemie (Fischamend, Austria). Dulbecco’s modified Eagle’s medium, minimum essential medium Eagle, sodium pyruvate, antibiotic-antimycotic solution (penicillin/streptomycin/amphotericin B), and 6-carboxy-2′,7′-dichlorohydrofluorescein diacetate (DCFH-DA) were purchased from Thermo Fisher Scientific (Waltham, MA, USA). Fetal bovine serum and donor equine serum were purchased from HyClone Laboratories (Logan, UT, USA). All chemicals were used as received. Ultrapure water (Q-water), obtained using a Milli-Q Gradient A10 system (Millipore; Molsheim, France), was used during the synthesis and modification of the magnetic nanoparticles.
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4

Alendronate-PEG Conjugate Synthesis

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Sodium salt of (4-amino-1-hydroxy-1-phosphonobutyl)phosphonic acid trihydrate (alendronate; Ale) was purchased from TCI (Tokyo, Japan). α-Methoxy poly(ethylene glycol) succinimidyl ester (PEG-NHS; molar mass  = 5000 g/mol) was purchased from Rapp Polymere (Tuebingen, Germany). Ferric chloride hexahydrate was purchased from Sigma-Aldrich (St. Louis, MO, USA). Ammonium hydroxide and Na2HPO4·12∙H2O and KH2PO4 used for the preparation of 0.5 M phosphate buffer (PB) were obtained from Lach-Ner (Neratovice, Czech Republic). Ultrapure Q-water that was ultrafiltered using a Milli-Q Gradient A10 system (Millipore, Molsheim, France) was used in all experiments.
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5

Aniline Hydrochloride Synthesis and Characterization

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Aniline hydrochloride (98%; Penta, Czech
Republic), APS (98%; Lach-Ner, Czech Republic), p-benzoquinone (≥98%; Sigma-Aldrich), hydrochloric acid (p.a.,
35%; Lach-Ner, Czech Republic), ammonium hydroxide (p.a., 25%; Lach-Ner,
Czech Republic), triethanolamine (p.a.; Lach-Ner, Czech Republic), N-methyl-2-pyrrolidone (NMP; ≥99%; Carl-Roth, Czech
Republic), lithium bromide (Sigma-Aldrich, Czech Republic), and 2,5-dianilino-p-benzoquinone (Specs Research Laboratory, Delft, Netherlands)
were used as supplied.
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