MTT Assay:Article Title: Spray-drying microencapsulation of blackcurrant and cocoa polyphenols using underexplored plant-based protein sources.
Article Snippet: Blackcurrant pomace (BC) and cocoa flavonoids (sourced fromBiooriginal™; and referred to in this manuscript as CC) were the polyphenol-rich materials donated by Amway™, Buena Park CA. .. Alpha-amylase from porcine pancreas Type VI-B protein, pepsin from porcine gastric mucosa 3200– 4500 U/mg protein, pancreatin from porcine pancreas, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT), 2ʹ,7ʹ-dichlorofluorescin diacetate (H2DCFDA), pyrrolidine dithiocarbamate (PDTC), dexamethasone (DEX), lipopolysaccharide (LPS; from Escherichia coli 127:B8), Griess reagent, and sodium nitrite (Sigma–Aldrich, St. Louis, MO, USA) and bile bovine (Chem-Impex International, Inc., Wood Dale, IL, USA) were used in the study. .. RAW 264.7 cells (a mouse macrophage cell line ATCC TIB-71, American Type Culture Collection, Livingstone, MT, USA) were used for cell-based assays.
Recombinant:Article Title: Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics.
Article Snippet: .. REAGENT or RESOURCE SOURCE IDENTIFIER Chemicals, Peptides, and Recombinant Proteins Cbz-L-prolinol Sigma Cat#512966 Methanesulfonyl chloride Sigma Cat#471259 XtalFluor-M Sigma Cat#719447 Benzyl chloroformate TCI Chemicals Cat#B3021 4-phenylbutanoic acid Sigma Cat#P21005 Fmoc-L-Pro-OH Merck Cat#852017 (2S,4R)-4-Fluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat#11435 (2S)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat26718 (4S)-4-Methyl-L-proline Fluorochem Cat#303270 (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid Enamine Cat#300-60590 (S)-pyrrolidin-2-ylmethanesulfonyl fluoride This study N/A N-benzyloxycarbonyl-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1145 H-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1225 Fibroblast Activation Protein a human Sigma Cat#F7182 Critical Commercial Assays CACO and MDCK permeability assay ReadyCell CACO-Ready PAMPA buffer pION PAMPA Evolution PAMPA brain polar lipid extract Avanti Cat#141101P Experimental Models: Cell Lines SH-SY5Y cells ATCC Cat#CRL-2266 Software and Algorithms Xcalibur 2.0 Thermo Scientific http://www.thermofisher.com/order/catalog/ product/OPTON-30487 GraphPad 6 Prism https://www.graphpad.com/scientific-software/prism/ CovDock Schrodinger LLC https://www.schrodinger.com/covdock MassLynx Waters http://www.waters.com/waters/en_US/ MassLynx-Mass-Spectrometry-Software-/ nav.htm?cid=513164&locale=en_US ..
Activation Assay:Article Title: Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics.
Article Snippet: .. REAGENT or RESOURCE SOURCE IDENTIFIER Chemicals, Peptides, and Recombinant Proteins Cbz-L-prolinol Sigma Cat#512966 Methanesulfonyl chloride Sigma Cat#471259 XtalFluor-M Sigma Cat#719447 Benzyl chloroformate TCI Chemicals Cat#B3021 4-phenylbutanoic acid Sigma Cat#P21005 Fmoc-L-Pro-OH Merck Cat#852017 (2S,4R)-4-Fluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat#11435 (2S)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat26718 (4S)-4-Methyl-L-proline Fluorochem Cat#303270 (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid Enamine Cat#300-60590 (S)-pyrrolidin-2-ylmethanesulfonyl fluoride This study N/A N-benzyloxycarbonyl-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1145 H-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1225 Fibroblast Activation Protein a human Sigma Cat#F7182 Critical Commercial Assays CACO and MDCK permeability assay ReadyCell CACO-Ready PAMPA buffer pION PAMPA Evolution PAMPA brain polar lipid extract Avanti Cat#141101P Experimental Models: Cell Lines SH-SY5Y cells ATCC Cat#CRL-2266 Software and Algorithms Xcalibur 2.0 Thermo Scientific http://www.thermofisher.com/order/catalog/ product/OPTON-30487 GraphPad 6 Prism https://www.graphpad.com/scientific-software/prism/ CovDock Schrodinger LLC https://www.schrodinger.com/covdock MassLynx Waters http://www.waters.com/waters/en_US/ MassLynx-Mass-Spectrometry-Software-/ nav.htm?cid=513164&locale=en_US ..
Permeability:Article Title: Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics.
Article Snippet: .. REAGENT or RESOURCE SOURCE IDENTIFIER Chemicals, Peptides, and Recombinant Proteins Cbz-L-prolinol Sigma Cat#512966 Methanesulfonyl chloride Sigma Cat#471259 XtalFluor-M Sigma Cat#719447 Benzyl chloroformate TCI Chemicals Cat#B3021 4-phenylbutanoic acid Sigma Cat#P21005 Fmoc-L-Pro-OH Merck Cat#852017 (2S,4R)-4-Fluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat#11435 (2S)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat26718 (4S)-4-Methyl-L-proline Fluorochem Cat#303270 (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid Enamine Cat#300-60590 (S)-pyrrolidin-2-ylmethanesulfonyl fluoride This study N/A N-benzyloxycarbonyl-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1145 H-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1225 Fibroblast Activation Protein a human Sigma Cat#F7182 Critical Commercial Assays CACO and MDCK permeability assay ReadyCell CACO-Ready PAMPA buffer pION PAMPA Evolution PAMPA brain polar lipid extract Avanti Cat#141101P Experimental Models: Cell Lines SH-SY5Y cells ATCC Cat#CRL-2266 Software and Algorithms Xcalibur 2.0 Thermo Scientific http://www.thermofisher.com/order/catalog/ product/OPTON-30487 GraphPad 6 Prism https://www.graphpad.com/scientific-software/prism/ CovDock Schrodinger LLC https://www.schrodinger.com/covdock MassLynx Waters http://www.waters.com/waters/en_US/ MassLynx-Mass-Spectrometry-Software-/ nav.htm?cid=513164&locale=en_US ..
PAMPA Assay:Article Title: Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics.
Article Snippet: .. REAGENT or RESOURCE SOURCE IDENTIFIER Chemicals, Peptides, and Recombinant Proteins Cbz-L-prolinol Sigma Cat#512966 Methanesulfonyl chloride Sigma Cat#471259 XtalFluor-M Sigma Cat#719447 Benzyl chloroformate TCI Chemicals Cat#B3021 4-phenylbutanoic acid Sigma Cat#P21005 Fmoc-L-Pro-OH Merck Cat#852017 (2S,4R)-4-Fluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat#11435 (2S)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat26718 (4S)-4-Methyl-L-proline Fluorochem Cat#303270 (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid Enamine Cat#300-60590 (S)-pyrrolidin-2-ylmethanesulfonyl fluoride This study N/A N-benzyloxycarbonyl-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1145 H-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1225 Fibroblast Activation Protein a human Sigma Cat#F7182 Critical Commercial Assays CACO and MDCK permeability assay ReadyCell CACO-Ready PAMPA buffer pION PAMPA Evolution PAMPA brain polar lipid extract Avanti Cat#141101P Experimental Models: Cell Lines SH-SY5Y cells ATCC Cat#CRL-2266 Software and Algorithms Xcalibur 2.0 Thermo Scientific http://www.thermofisher.com/order/catalog/ product/OPTON-30487 GraphPad 6 Prism https://www.graphpad.com/scientific-software/prism/ CovDock Schrodinger LLC https://www.schrodinger.com/covdock MassLynx Waters http://www.waters.com/waters/en_US/ MassLynx-Mass-Spectrometry-Software-/ nav.htm?cid=513164&locale=en_US ..
Software:Article Title: Targeted Covalent Inhibition of Prolyl Oligopeptidase (POP): Discovery of Sulfonylfluoride Peptidomimetics.
Article Snippet: .. REAGENT or RESOURCE SOURCE IDENTIFIER Chemicals, Peptides, and Recombinant Proteins Cbz-L-prolinol Sigma Cat#512966 Methanesulfonyl chloride Sigma Cat#471259 XtalFluor-M Sigma Cat#719447 Benzyl chloroformate TCI Chemicals Cat#B3021 4-phenylbutanoic acid Sigma Cat#P21005 Fmoc-L-Pro-OH Merck Cat#852017 (2S,4R)-4-Fluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat#11435 (2S)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid ChemImpex Cat26718 (4S)-4-Methyl-L-proline Fluorochem Cat#303270 (2S,4S)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid Enamine Cat#300-60590 (S)-pyrrolidin-2-ylmethanesulfonyl fluoride This study N/A N-benzyloxycarbonyl-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1145 H-Gly-Pro-methylcoumarinyl-7-amide Bachem Cat#I-1225 Fibroblast Activation Protein a human Sigma Cat#F7182 Critical Commercial Assays CACO and MDCK permeability assay ReadyCell CACO-Ready PAMPA buffer pION PAMPA Evolution PAMPA brain polar lipid extract Avanti Cat#141101P Experimental Models: Cell Lines SH-SY5Y cells ATCC Cat#CRL-2266 Software and Algorithms Xcalibur 2.0 Thermo Scientific http://www.thermofisher.com/order/catalog/ product/OPTON-30487 GraphPad 6 Prism https://www.graphpad.com/scientific-software/prism/ CovDock Schrodinger LLC https://www.schrodinger.com/covdock MassLynx Waters http://www.waters.com/waters/en_US/ MassLynx-Mass-Spectrometry-Software-/ nav.htm?cid=513164&locale=en_US ..
Solvent:Article Title: Tubulysin compounds, methods of making and use
Article Snippet: .. A mixture of tert-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate 54 (0.285 g, 0.888 mmol, purchased from VWR; see also Example 8) and 2,5-dioxo-pyrrolidin-1-yl 6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoate 81 (0.4 g, 0.888 mmol, purchased from Chem-Impex) in DMF (3 mL) was stirred at RT for 2 h. The solvent was evaporated. ..
Purification:Article Title: Cytomegalovirus inhibitor compounds
Article Snippet: .. Diisopropylethylamine (41 μL, 0.23 mmol, 2.9 eq) and 3-(methanesulfonyl)pyrrolidine (Chem-Impex) (25 mg, 0.16 mmol, 2.0 eq) are added followed by TBTU (44 mg, 0.12 mmol, 1.4 eq) and the solution is stirred at RT for 2 h. Following completion of the reaction, the solution is filtered and purified by preparative HPLC to provide compound 7001 (tR: 1.62, (M+H)+: 517.1). .. Compound 7002 (tR: 1.64, (M+H)+: 500.2) is prepared analogously to compound 7001, except that in step 3, intermediate 7001B is reacted with 4-cis-fluoro-L-prolinamide hydrochloride (Chem-Impex).
Article Title: Cytomegalovirus inhibitor compounds
Article Snippet: .. Compound 3040 (40 mg, 0.086 mmol) is dissolved in EtOH (1.0 mL), then diisopropylethylamine (20 μL, 0.13 mmol, 1.5 eq) and 3-(methanesulfonyl)pyrrolidine (Chem Impex) (19 mg, 0.13 mmol, 1.5 eq) are added and the reaction mixture is stirred at RT for 5 h. Following completion of the reaction, AcOH is added (100 μL) and the crude mixture is purified by preparative HPLC to provide compound 3042 (tR: 1.85, (M+H)+: 614/616). ..
Article Title: Enantioselective Construction of Quaternary Stereogenic Centers by the Addition of an Acyl Anion Equivalent to 1,3-Dienes.
Article Snippet: Flash column chromatography was performed using SiliCycle SiliaFlash® P60 Silica Gel. .. The following reagents were purchased from the given supplier and used as received: acetophenone (Alfa Aesar), acetylacetone (TCI), 2-acetylnaphthylene (Alfa Aesar), 3- acetylpyridine (Beantown), allylpalladium chloride dimer (Strem), bis(phenylsulfonyl)methane (Oakwood), α-bromostyrene (Acros), benzaldehyde (Sigma-Aldrich), N-benzylpiperidine-4carboxaldehyde (TCI), bis(1,5-cyclooctadiene)nickel(0) (Strem), bis(cyclopentadienyl)zirconium(IV) chloride hydride (TCI), n-butyllithium (2.5M in hexanes, Sigma-Aldrich), butyraldehyde (Alfa Aesar), calcium hydride (Acros), catecholborane (SigmaAldrich), cesium carbonate (Sigma-Aldrich), chloro(1,5-cyclooctadiene)rhodium(I) dimer (Pressure Chemical), 5-chloro-1-pentyne (Chem-Impex), 1,3-cyclohexanedione (Acros), cyclohexyl methyl ketone (Beantown), cyclohexylacetylene (Alfa Aesar), dibenzoylmethane (Acros), 3,5-dichoroacetophenone (Chem-Impex), diethyl chlorophosphate (Sigma-Aldrich), isovaleraldehyde (TCI), lithium bis(trimethylsilyl)amide (Sigma-Aldrich), Meldrum’s acid (Matrix), methanesulfonyl chloride (Alfa Aesar), 4-methoxyacetophenone (Alfa Aesar), methyl 4- acetyl benzoate (Ark Pharm), 3-methyl-2-butanone (TCI), methyl cyanoacetate (TCI), 4-methyl2-pentanone (Alfa Aesar), methyltriphenylphosphonium bromide (TCI), N-phenylbis(trifluoromethanesulfonimide) (Matrix), 4-phenyl-1-butyne (Alfa Aesar), 3- phenylpropionaldehyde (TCI), pinacol (Acros), potassium fluoride (Alfa Aesar), potassium hydroxide (EMD Millipore), potassium phosphate tribasic (Sigma-Aldrich), potassium tertbutoxide (Strem), pyrrolidine (Sigma-Aldrich), RuPhos (Sigma-Aldrich), sodium bis(trimethylsilyl)amide (Sigma-Aldrich), sodium borohydride (Strem), sodium hydroxide (BDH), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Sigma-Aldrich), 3-tolualdehyde (Matrix), tricyclohexylphosphine tetrafluoroborate (Sigma-Aldrich), 4-(trifluoromethyl)acetophenone (Ark Pharm), triisopropylphosphine (Beantown), trimethylsilylacetylene (Chem-Impex), XPhos (Sigma-Aldrich) The following reagents were purchased from the given supplier and purified as described: Triethylamine (Sigma-Aldrich) was dried over CaH2 and distilled before use. .. Malononitrile (Sigma-Aldrich) was distilled under vacuum before use.
High Performance Liquid Chromatography:Article Title: Cytomegalovirus inhibitor compounds
Article Snippet: .. Diisopropylethylamine (41 μL, 0.23 mmol, 2.9 eq) and 3-(methanesulfonyl)pyrrolidine (Chem-Impex) (25 mg, 0.16 mmol, 2.0 eq) are added followed by TBTU (44 mg, 0.12 mmol, 1.4 eq) and the solution is stirred at RT for 2 h. Following completion of the reaction, the solution is filtered and purified by preparative HPLC to provide compound 7001 (tR: 1.62, (M+H)+: 517.1). .. Compound 7002 (tR: 1.64, (M+H)+: 500.2) is prepared analogously to compound 7001, except that in step 3, intermediate 7001B is reacted with 4-cis-fluoro-L-prolinamide hydrochloride (Chem-Impex).
Article Title: Cytomegalovirus inhibitor compounds
Article Snippet: .. Compound 3040 (40 mg, 0.086 mmol) is dissolved in EtOH (1.0 mL), then diisopropylethylamine (20 μL, 0.13 mmol, 1.5 eq) and 3-(methanesulfonyl)pyrrolidine (Chem Impex) (19 mg, 0.13 mmol, 1.5 eq) are added and the reaction mixture is stirred at RT for 5 h. Following completion of the reaction, AcOH is added (100 μL) and the crude mixture is purified by preparative HPLC to provide compound 3042 (tR: 1.85, (M+H)+: 614/616). ..
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