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7 protocols using phenyl ether

1

Synthesis of Iron Oxide Nanoparticles

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All chemicals used were of analytical grade and without purification. Iron (III) acetylacetonate (Fe(acac)3), 1,2-hexadecanediol, oleic acid, phenyl ether, cyclohexane, tri-n-octylamine (TOA), ferrous sulfate (FeSO4·7H2O), hydrochloric acid (HCl) and ammonium hydroxide (NH4OH) were purchased from Sigma (Saint Louis, MO, USA). Oleylamine was obtained from Acros Organics (Geel, Belgium). Ethanol was purchased from Panreac (Madrid, Spain) and ferric chloride (FeCl3·6H2O) was obtained from Alfa Aesar (Madrid, Spain).
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2

Synthesis of Nanoparticles for Biomedical Applications

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Iron pentacarbonyl Fe(CO)5, hydrogen tetrachloroaurate trihydrate (III) HAuCl4∙3H2O, oleic acid, oleylamine, phenyl ether, benzyl ether, 1-octadecene and 1,2-hexadecanediol were purchased from Sigma-Aldrich. 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine-N-[carboxy(polyethylene glycol)-5000] ammonium salt (DSPE-PEG-COOH) was delivered by Avanti Polar Lipids. Isopropanol, hexane and chloroform were purchased from Reachim. Water used in the experiments was deionized (18.2 MΩ·cm−1, Millipore Milli-Q Academic System).
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3

Synthesis of Nanocrystal Materials

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Phenyl ether (99%), oleylamine (470%), oleic acid (90%), iron(III) acetylacetonate (99%), 1,2-fexadecanediol (90%), n-hexane (97%), cyclohexane (99.5%), Igepal s CO-520, tetraethylorthosilicate (TEOS, 499%), 2-thenoyltrifluoroacetone (99%), dibenzoylmethane (98%) ammonia solution (25-28 wt%), ethanol absolute (ACS grade), N,Ndimethylformamide -DMF (ACS grade), tetrahydrofuran -THF anhydrous, were purchased from Sigma Aldrich. The water used in all experiments was ultrapure. All other chemicals were used as received without further purification.
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4

Cytotoxicity Assay for A549 Cells

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Acetone, hexane, and ethanol (solvent grade) and were purchased from Fisher Chemical. Alginic acid sodium salt (low viscosity), Fe(acac)3, and phenyl ether were purchased from Sigma-Aldrich (St Louis, MO). 1,2-dexadecanediol was purchased from TCI America (Portland, OR). No chemicals were further purified but were used as received from the manufacturer. The ApoTox-Glo™ triplex assay (Catalog No. G6320) was purchased from Promega® (Madison, WI). Staurosporine was purchased from AAT Bioquest, Inc., (Pleasanton, CA) A549, human alveolar epithelial carcinoma cells (ATCC® No. CLL-185) were a gift from Dr. Jay Hong at Northwestern University. Gibco™ Trypsin 2.5 % (Cat. No. 15090046); Dulbecco's Modification of Eagles Medium (DMEM) containing 4.5 g/L glucose, l-glutamine & sodium pyruvate (Corning™ 10-013-CVR, Corning NY); and Cytiva Hyclone™ (SV30010) 10,000 unit/mL penicillin and streptomycin were purchased from ThermoFisher Scientific (Hampton, NH). Avantor® Seradigm fetal bovine serum (FBS) (Product No. 97068-085) was purchased from Avantor via VWR (Radnor, PA).
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5

Synthesis and Characterization of PEG-PLA Nanocarriers

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Poly(ethylene glycol)-poly(D,L-lactide) (PEG-PLA, PEG and PLA M.W. = 5 kD) was synthesized following the reported method [21 (link)]. The molecular weight and polydispersity of PEG-PLA were also characterized by gel permeation chromatography and 1H-NMR. Doxorubicin-HCl for injection (2 mg/mL) was purchased from Bedford Laboratories (Adriamycin®, Bedford, OH), and treated with triethylamine to obtain the hydrophobic Doxo. Phenyl ether (99%), oleic acid (99%), benzyl ether (99%), oleylamine (> 70%), tetrahydrofuran (THF), 1,2-hexadecanediol (97%), hexane, iron(III) acetylacetonate and dimethyl sulfoxide (DMSO) were purchased from Sigma-Aldrich Chemical Co. (Saint Louis, MO). 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy (polyethylene glycol)-5000] (ammonium salt) (DSPE-PEG) was ordered from Avanti Polar Lipids, Inc. (Alabaster, Al). All organic solvents were used with analytical grade.
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6

Synthesis of Nanomaterials using Organic Precursors

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Iron(III) nitrate nonahydrate (Fe(NO3)3·9H2O, >98%), zinc(II) nitrate
hexahydrate (Zn(NO3)2·6H2O,
>98%), trifluoroacetic acid (99%), oleic acid (90%), hexanoic acid
(99%), lauric acid (≥98%), oleylamine (≥98%), hexadecylamine
(98%), dodecylamine (≥99%), benzene (99%), toluene (99.5%),
dibenzyl ether (99%), phenyl ether (98%), catechol (≥99%),
glycerol (≥99%), ethylene glycol (≥99%), and tetrachloroethylene
(≥99.5%) were purchased from Sigma-Aldrich. Phenol (≥99%)
and sodium hydroxide (98%) were purchased from Fisher Scientific.
The above-mentioned chemicals were used as received without further
purification. Caution! trifluoroacetic acid is both
volatile and corrosive and should therefore be handled exclusively
in a fume hood.
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7

Synthesis of Magnetic Nanoparticles in Polymer Matrix

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The telechelic polymer used for the polymer matrix is the so-called TAFIGEL s PUR 61 (25% water emulsion), M w = 8900 g mol À1 (with M w /M n = 1.04) which was purchased from Mu ¨nzing Chemie GmbH.
For the MNP synthesis, iron(III) acetylacetonate (Fe(acac) 3 , 99.9%), 1,2-hexadecanediol (C 14 H 29 CH(OH)CH 2 (OH), 90%), oleylamine (OAM, C 6 H 18 QC 9 H 17 NH 2 , 70%), oleic acid (OA, C 9 H 18 QC 8 H 15 COOH, 99%) phenyl ether (C 12 H 10 O, 99%), and solvents (hexane, ethanol) were purchased from Sigma Aldrich.
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