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7 protocols using t butyl methyl ether

1

Armodafinil Pharmacokinetic Analysis

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Armodafinil, deuterium water (D2O, 99.9% purity), methanol—d1 (MeOD, 99.9% purity), t-butylmethyl ether (TBME), N,N,N-triethylamine (TEA), acetonitrile (MeCN), formic acid (HCOOH) were purchased from Sigma-Aldrich (Saint Louis, MO, USA). The used solvents were all of LC-MS grade.
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2

Copolymer Synthesis and Paclitaxel Encapsulation

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2-Methylcyclohexanon (99.0%), potassium peroxymonosulfate
(Oxone), sodium bicarbonate (99.0%), calcium hydride (95%), stannous
octonate (95%), PEG methyl ether (MePEG-OH, MW ∼5000), and
ε-caprolactone (97%) were all purchased from Sigma-Aldrich and
used for the synthesis of copolymers. NaCl (Bio Basic Canada, 99.9%),
KCl (Caledon, 99.0%), Na2HPO4 (Bio Basic Canada,
98.0%), and KH2PO4 (Caledon, 99.0%) were used
to prepare phosphate buffered saline (PBS, pH = 7.4). Methanol (Fisher
Chemical, 99.9%), methylene chloride (Fisher Chemical, 99.9%), toluene
(Caledon, 99.5%), ethyl ether (VWR, 99%), dimethylformamide (DMF,
Caledon, 99.8%), acetonitrile (Caledon, HPLC grade), t-butyl methyl ether (Sigma-Aldrich, HPLC grade), and dichloromethane
(DCM, EMD, HPLC grade) were used as received without further purification.
Paclitaxel (99.0%) was purchased from Polymed Inc.
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3

Coriander Seed Oil Extraction

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The vegetable oil of C. sativum fruits was isolated via twin-screw extrusion at LCA via a previously reported procedure (Uitterhaegen et al. 2015 (link)). Trimethylsulfonium hydroxide (TMSH), t-butyl methyl ether (TBME), hydrochloric acid (HCl), hexane, sodium citrate tribasic dihydrate, ammonium chloride (NH4Cl), potassium phosphate monobasic (KH2PO4), potassium phosphate dibasic (K2HPO4), magnesium sulfate heptahydrate (MgSO4∙7H2O), calcium chloride dihydrate (CaCl2∙2H2O), sodium, 4-dimethylaminopyridine (DMAP), Sudan III and diethyl ether were purchased from Sigma-Aldrich (Belgium). Yeast extract was purchased from Difco (Belgium). Sodium hydroxide (NaOH), dry methanol, acetic anhydride and sodium triacetoxyborohydride [NaBH(OAc)3] were purchased from Acros Organics (Belgium). Magnesium sulfate (MgSO4) and sodium bicarbonate (NaHCO3) were purchased from Fisher Scientific (Belgium). Ethyl acetate and tetrahydrofuran (THF) were purchased from Chem-Lab (Belgium). Glucose monohydrate was purchased from Cargill (Belgium). Sodium chloride (NaCl) was purchased from Colruyt (Belgium).
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4

Oxidation of 5-Methoxymethylfurfural

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P. pastoris MOX (EC 1.1.3.13), t-butyl-methyl-ether, MMFA, FDCA, N,O-bis(trimethylsilyl)-trifluoroacetamide (BSTFA) and 2H2O were purchased from Sigma-Aldrich (Saint Louis, MO, USA). MMF (= 5-[methoxymethyl]-2-furancarboxaldehyde) was bought from AK Scientific, Inc (Union City, CA, USA). FFCA was purchased from TCI America (Portland, OR, USA). AmplexRed® and HRP were obtained from Invitrogen (Walthem, MA, USA). H2O2 and DMSO-d6 were from Merck (Darmstadt, Hessen, Germany).
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5

Peptide Synthesis Reagents and Assays

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Glu- and Lys-plasminogen, plasmin, low molecular weight urokinase and single or double chain t-PA were from Enzyme Research Laboratories (South Bend, IN) or Innovative Research (Novi, MI). Activated partial thromboplastin time (aPTT; STA-PTT Automate) and prothrombin time (PT; Neoplastine CI Plus) reagents were from Diagnostica Stago (Asnières, France). S-2251 (H-D-Valyl-L-leucyl-L-lysinep-Nitroaniline dihydrochloride) was obtained from Diapharma (West Chester, OH). ε-Aminocaproic acid (ε-ACA), 4-mercaptophenylacetic acid, trifluoroacetic acid (TFA), triisopropylsilane (TIS), diisopropylcarbodiimide (DIC), 3,6-Dioxa-1,8-octane-dithiol (DODT), 4-methylpiperidine, methyl t-butyl ether (MTBE) and tris(2-carboxyethyl)phosphine hydrochloride (TCEP) were from Sigma (Saint Louis, MO). HBTU, N,N-diisopropylethylamine (DIPEA) and 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) were from Chem-Impex International (Wood Dale, IL). Fmoc-amino acid for peptide synthesis were from Midwest Biotech Inc (Fishers, IN). Dimethylformamide (DMF) and N-methylpyrrolidone (NMP) were from AGTC Bioproducts (Framingham, MA).
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6

Lipidomic Analysis by LC-MS

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LC/MS (Merck KGaA, Darmstadt, Germany) grade Water (LiChrosolv), Acetonitrile (ACN), Methanol (MeOH), and Isopropanol (IPA) all (Carlo Erba, Milan, Italy), ammonium fluoride, ammonium acetate, methyl-t-butyl ether (MTBE), and chloroform (Chlo) were purchased from Sigma-Aldrich (Sigma-Aldrich GmbH, Hamburg, Germany). Internal standard (IS) was Splash Lipidomix (Avanti Polar, Alabaster, AL, USA): mixture with known concentration of the following lipids [nmol/mL]: PC 15:0_18:1(d7) [212.6]; PE 15:0_18:1(d7) [7.0]; PS 15:0_18:1(d7) [6.6]; PG 15:0_18:1(d7) [40.5]; PI 15:0_18:1(d7) [12.1]; PA 15:0_18:1(d7) [10.5]; LPC 18:1(d7) [47.3]; LPE 18:1(d7) [10.3]; CE 18:1(d7) [532.2]; MG 18:1(d7) [5.5]; DG 15:0_18:1(d7) [17.0]; TG 15:0_18:1(d7)_15:0 [67.8]; SM 18:1;2O/18:1(d9) [40.7]; Cholesterol(d7)[254.2].
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7

Solvent Preparation for LC-MS Analysis

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Acetonitrile (LC/MS grade) and propan-2-ol (LC/MS grade) were purchased from Biosolve BV (Valkenswaard, The Netherlands). Methyl t-butyl ether (>99.8%), methanol (99.9%), ammonium formate (>99.0%), lithium formate monohydrate (98%), and sodium formate (>99.0%,) were obtained from Sigma-Aldrich (St. Luis, MO, USA). Chloroform (99.8%) stabilized by ~1% ethanol from Penta (Chrudim, Czech Republic) was purified by distillation.
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