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28 protocols using trifluoroacetic acid tfa

1

Griseofulvin Solubility Enhancement

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The reagents were used as received. Griseofulvin was purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). The purity of the Griseofulvin was guaranteed to be ≥97.0%. Hydrocortisone, methanol, polyvinylpyrrolidone K30 (PVP K30), buffer components (sodium dihydrogen phosphate dihydrate (NaH2PO4⸱2H2O), sodium hydroxide (NaOH), sodium chloride (NaCl)), heptane, sorbitan monooleate, acetonitrile (MeCN) and trifluoroacetic acid (TFA) were purchased from FUJI FILM Wako Pure Chemical Co. (Osaka, Japan). Hydrocortisone and PVP K30 were Wako special grade. The purity of the Hydrocortisone was guaranteed to be ≥97.0%. The NaH2PO4⸱2H2O, NaOH, NaCl and heptane were guaranteed reagents. The purity of the NaH2PO4⸱2H2O, NaOH, NaCl and heptane was guaranteed to be 99.0–102.0%, ≥97.0%, ≥99.5% and ≥99.0%. The methanol, MeCN and TFA were for high-performance liquid chromatography (HPLC). The purity of the methanol, MeCN and TFA was guaranteed to be ≥99.7%, ≥99.9% and ≥99.8%. Dioctyl sulfosuccinate (AOT) and sodium lauryl sulfate (SLS) were purchased from Sigma–Aldrich (St. Louis, MO, USA). The purity of the AOT and SLS was guaranteed to be ≥97% and ≥98.0%. Gastrointestinal tract (GIT) lipids and the acceptor sink buffer (ASB) were purchased from Pion Inc. (Billerica, MA, USA).
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2

Proteomic Sample Preparation Protocol

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Protease inhibitor was obtained from Merck (Darmstadt, Germany). Triethylammonium bicarbonate (TEABC), iron (III) chloride (FeCl3), acetic acid, formic acid, HPLC-grade acetonitrile (ACN), sodium deoxycholate (SDC), sodium lauroyl sarcosinate (SLS), heavy and light (13CD2O or 12CH2O) formaldehyde were purchased from Sigma Aldrich (St Louis, MO, USA). The BCA protein assay kit was obtained from Pierce (Rockford, IL, USA). Trifluoroacetic acid (TFA) and lysyl endopeptidase were purchased from WAKO (Osaka, Japan). Modified sequencing-grade trypsin was purchased from Promega (Madison, WI, USA). Ni-NTA silica resin was purchased from Qiagen (Hilden, Germany). SDB-XC Empore disks were obtained from 3M (St Paul, MN, USA). Water was obtained from a Millipore Milli-Q system (Bedford, MA, USA).
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3

Purification and Synthesis of Anthocyanins

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Chemicals used in this study were the same as previously reported14 (link). Briefly, 3-O-glucosyldelphinidin (Dp3G; 1) was purified from the seed coat of the scarlet bean, Phaseolus coccineus, and the copigments 5-O-caffeoylquinic acid (2) and 5-O-p-coumaroylquinic acid (3) were synthesized13 (link). 3-O-Caffeoylquinic acid (4) and trifluoroacetic acid (TFA) were purchased form FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan), and KCl and AlCl3·12H2O was purchased from KANTO KAGAKU (Tokyo, Japan).
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4

Purification and Characterization of Uppurui Nori ACE

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Uppurui Nori, P. pseudolinearis, was collected from the coast of Hakodate, Japan. The sample was stored at –30 °C until use. ACE from rabbit lung was purchased from Sigma-Aldrich Co. (St. Louis, MO, USA). Millex-GV (pore size: 0.22 µm) and Millex-LG (pore size: 0.20 µm) were purchased from MERCK MILLIPORE Ltd. (Billerica, MA, USA). Synthetic peptides (purity: ≥95%) were purchased from Medical Biological Laboratories Co. (Nagoya, Japan). Hyppuryl-L-histidyl-L-leucine (Hip-His-Leu), thermolysin (EC 3.4.24.27) from Bacillus thermoproteolyticus, trifluoroacetic acid (TFA), and all other regents were purchased from Fujifilm Wako Pure Chemical (Osaka, Japan).
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5

Nanoparticle Synthesis and Characterization

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Iron(III) acetylacetonate (≥99%), absolute ethanol, n-hexane, toluene, acetonitrile, and C18 ziptips were purchased from Merck (Darmstadt, Germany). Standard proteins (fetuin, horseradish peroxidase (HRP)), phosphate buffer saline (PBS), acetic acid (AA), formic acid (FA), α-cyano-4-hydroxycinnamic acid (CHCA), ammonia (25%), 1,2-hexadecanediol (90%), (3-aminopropyl) trimethoxysilane (97%), sodium hydroxide (97%), tris(2-carboxyethyl) phosphine (≥98%), triethylammonium bicarbonate (TEABC), ninhydrin, and chloroform were obtained from Sigma Aldrich (St. Louis, MI, USA). Tetraethyl orthosilicate (≥98%), phenyl ether (99%), and oleylamine (80–90%) were purchased from Acros Organics (Fair Lawn, NJ, USA). N-dodecylphosphocholine was obtained from Anatrace (Maumee, OH USA). Trifluoroacetic acid (TFA) and ethyl acetate were purchased from Wako pure chemical industry (Osaka, Japan). Dithiothreitol (DTT) and iodoacetamide (IAM) were purchased from JT Baker (Phillipsburg, NJ, USA). Modified sequencing-grade trypsin was purchased from Promega (Madison, WI, USA). Protease inhibitor was purchased from Roche (Mannheim, Germany). SDB-XC EmporeTM disk membranes were purchased from 3MTM (St. Paul, MN, USA).
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6

Synthesis of Fmoc-PEG12-Amido Acid

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39-amino-N-(9-fluorenylmethoxycarbonyl)-4,7,10,13,16,19,22,25,28,31,34,37-dodecaoxanonatriacontanoic acid (Fmoc-N-amido-dPEG12 acid) was purchased from Quanta BioDesign Ltd. (Plain City, OH, USA). 2-chlorotrityl resin, N,N-diisopropylethylamine (DIPEA), N-α-(9-Fluorenylmethoxycarbonyl)-N-ε-(tert-butoxycarbonyl)-l-lysine (Fmoc-Lys(Boc)-OH), N-α-(9-Fluorenylmethoxycarbonyl)-l-phenylalanine (Fmoc-Phe-OH), 1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-oxide hexafluorophosphate (HBTU), 1-hydroxybenzotriazole (HOBT), and piperidine were purchased from Watanabe Chemical Industries Ltd. (Hiroshima, Japan). N,N-dimethylformamide (DMF), isopropanol, methanol, diethyl ether, hexafluoroisopropanol (HFIP), dichloromethane (CH2Cl2), and trifluoroacetic acid (TFA) were purchased from Wako Pure Chemical Industries, Ltd. (Osaka, Japan). 2,2,2-trifluoroethanol (TFE) was purchased from Nacalai Tesque Inc. (Kyoto, Japan).
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7

Synthesis and Characterization of PAMAM Dendrimer Conjugates

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PAMAM (PAMAM dendrimer with an ethylenediamine core (generation 3)) in methanol (20% w/w) was purchased from Sigma-Aldrich (St. Louis, MO, USA). Boc-Ser(tBu)-OH and HOBt were purchased from Watanabe Chemical Industries (Hiroshima, Japan). Boc-Cys(Trt)-OH and HBTU were purchased from Merck Millipore (Billerica, MA, USA). Dimethyl sulfoxide (DMSO), N,N-dimethylformamide (DMF; superdehydrated grade), diethyl ether (Et2O; superdehydrated grade), N,N-diisopropylethylamine (DIPEA), piperidine, trifluoroacetic acid (TFA), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) were purchased from Wako Pure Chemical Industries (Osaka, Japan). PD-10 was purchased from GE Healthcare Japan (Tokyo, Japan). The 111InCl3 was kindly donated by Nihon Medi-Physics (Tokyo, Japan). DTPA anhydride was purchased from Chemical Dojin Co. Ltd. (Kumamoto, Japan). All other chemicals were commercial reagent grade.
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8

Oleuropein and Hydroxytyrosol Isolation Protocol

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Oleuropein (Ole) was obtained from Nacalai Tesque, Inc. (Kyoto, Japan). Hydroxytyrosol (HT, 2-(3,4-dihydroxyphenyl) ethyl alcohol) was purchased from Tokyo Chemical Co. (Tokyo, Japan). Oleuropein aglycone (3,4-DHPEA-EDA, 3,4-dihydroxyphenylethyl elenolate dialdehydic form) was purified using ODS-preparative HPLC according to a previous study [32 (link)]. Homovanillic acid (HVA, 4-hydroxy-3-methoxyphenylacetic acid), homovanillyl alcohol (HVAOH, 4-hydroxy-3-methoxyphenethyl alcohol), MOPS [3-(N-morpholino)propanesulfonic acid], β-glucuronidase Type VII-A, and sulfatase Type H-1 were obtained from Sigma-Aldrich (St. Louis, MO, USA). Trifluoroacetic acid (TFA) was obtained from Wako Pure Chemical Co. (Tokyo, Japan).
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9

Synthesis and Characterization of Aminobenzoic Acids

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3,4-diaminobenzoic acid (DABA), 3-aminobenzoic acid (MABA), 4-aminobenzoic acid (PABA), and sodium hydroxide (NaOH) were procured from TCI (Tokyo Chemical Industry, Tokyo, Japan). Poly(phosphoric acid) (PPA) with 85% purity was sourced from Sigma-Aldrich. Methanesulfonic acid (MSA) and trifluoroacetic acid (TFA) were provided by Wako Pure Chemical Industries, Ltd. (Osaka, Japan) The pH test paper used in this research was supplied by Macherey-Nagel GmbH & Co. KG, Düren, Germany. All the solvents and reagents employed in this study were utilized as received without any additional processing or purification.
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10

Functionalized Lipid Nanoparticle Synthesis

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α-N-Hydroxysuccinimidyl-ω-Boc protected-amino-PEG (NHS-PEG-NH2-Boc, Mw: 5000), 1,2-dimyristoyl-sn-glycerol-3-phosphatidylethanolamine (DMPE), 1,2-dipalmitoyl-sn-glycerol-3-phosphatidylethanolamine (DPPE), and 1,2-distearoyl-sn-glycerol-3-phosphatidylethanolamine (DSPE) were purchased from NOF Corporation (Tokyo, Japan). Dichloromethane, chloroform, toluene, diethyl ether, and n-butyl amine were obtained from Nacalai Tesque (Kyoto, Japan). Methoxyl-PEG-succinimidyl propionate (MeO-PEG-NHS, Mw 5000) was purchased from Nektar Therapeutics (San Carlos, CA, USA). L-α-Phosphatidylcholine from egg yolk (EggPC) and bovine serum albumin (BSA) were purchased from Sigma-Aldrich Co. (St Louis, MO, USA). Fluorescein isothiocyanate (FITC) was obtained from Dojindo Laboratories (Kumamoto, Japan). Phosphate-buffered saline (PBS) was obtained from Nissui Pharmaceutical, Co., Ltd (Tokyo, Japan). 1-Hexadecanethiol was purchased from Tokyo Chemical Industry Co., Ltd (Tokyo, Japan). Trifluoroacetic acid (TFA) and phospholipid C-test wako were purchased from Wako Pure Chemical Industries, Ltd (Osaka, Japan). Octadecyl triethoxysilane was supplied from Shin-Etsu Chemical Co., Ltd (Tokyo, Japan). L-α-Palmitoyl-NBD dodecanoyl phosphatidylethanolamine was purchased from Avanti Polar Lipids, Inc. (Alabaster, AL, USA).
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