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Dimethyl sulfoxide d6

Manufactured by Merck Group
Sourced in United States, Germany, Poland, United Kingdom

Dimethyl sulfoxide-d6 is a deuterated organic solvent commonly used in nuclear magnetic resonance (NMR) spectroscopy and other analytical techniques. It is a clear, colorless liquid with a low viscosity and a characteristic odor. Dimethyl sulfoxide-d6 is highly miscible with a wide range of organic solvents and is commonly used as a solvent for various compounds in NMR analysis.

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69 protocols using dimethyl sulfoxide d6

1

Nonenolide Synthesis and Characterization

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NOB was synthesized by an established method50 (link) and provided by the Ushio Chemix Corp. (Shizuoka, Japan). Geranic acid (85%), choline bicarbonate (~80% in water), dimethyl sulfoxide-d6 (99.5 atom %D), chloroform-d (99.8 atom % D), and phosphate buffered saline tablets were purchased from Merck KGaA (Darmstadt, Germany). Acetone, 4% paraformaldehyde phosphate buffer solution, formic acid, and ethanol were purchased from Wako Pure Chemical Industries (Osaka, Japan). Diethylene glycol ethyl methyl ether was purchased from Tokyo Chemical Industries (Tokyo, Japan). Porcine skin (Yucatan Micropig) was purchased from Charles River Laboratories International (Yokohama, Japan). All other chemicals were of the highest grade commercially available, and all solutions were prepared in deionized and distilled water.
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2

Analytical Method Development for Benidipine Hydrochloride

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Benidipine hydrochloride samples were taken from commercial batches produced by Deva Holding A.Ş. (Tekirdag˘, Turkey), or synthesized in the R&D laboratories of Deva. Benidipine hydrochloride standard was supplied by a specialized team on standardization of reference standards for analytical use in Deva. Synthetic and analytical reagents and solvents were supplied from different chemical companies such as potassium dihydrogen phosphate, phosphoric acid, hydrochloric acid (37%), sodium hydroxide, hydrogen peroxide (30%), thionyl chloride, sulfuric acid (conc.) and sodium hydrogen carbonate from Merck KGaA (Darmstadt, Germany); tetrahydrofuran (THF), dichloromethane, acetonitrile, methanol, ethanol and acetone from J.T. Baker (Phillipsburg, USA); diethyl ether and ethyl acetate from Lab-Scan (Gliwice, Poland); chromium (VI) oxide (CrO3) from Sigma-Aldrich (St. Louis, MO, USA); potassium hydroxide from Acros Organics (Geel, Belgium); dimethyl formamide from Akkim (Yalova, Turkey); anhydrous sodium sulfate from Sodas Sodyum Sanayi A.S. (Izmir, Turkey), and sodium chloride from Emekcioglu Tuz A.S. (Ankara, Turkey). Deionized water was prepared using MilliQ plus purification system (Millipore, Bedford, MA, USA). Deuterated solvents (dimethylsulfoxide-d6 and deuterated chloroform) were purchased from Merck KGaA (Darmstadt, Germany).
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3

Synthesis of Functionalized Organic Compounds

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Sodium methoxide (anhydrous), copper (I) iodide (98%), potassium carbonate (anhydrous, 99+%), N,N'-Dicyclohexylcarbodiimide (99%) and silica gel for chromatography (0.030–0.200 mm, 60A) were purchased from Acros Organics (New Jersey, USA). 3,6-Dibromocarbazole (99%), 1,4-dibromobenzene (98%), N,N-dimethylacetamide (anhydrous, 99.8%) and PdCl2(dppf) complex with acetone (13–15% Pd) were purchased from Alfa Aesar (Ward Hill, USA). Magnesium sulfate (anhydrous) was purchased from Fisher Chemical (New Jersey, USA). 1-Bromo-4-octylbenzene was purchased from Maybridge (Loughborough, UK). 5-Carboxythiophene-2-boronic was purchased from Frontier Scientific (Newark, USA). Hydrochloric acid (certified ACS plus) was purchased from Fisher Scientific (New Jersey, USA). Sodium sulfate (anhydrous) was purchased from Fisher BioReagents (New Jersey, USA). N-Hydroxysuccinimide (98+%) and octylamine (99%) were purchased from Sigma-Aldrich (St. Louis, USA). chloroform-d (99.96%) was purchased from Cambridge Isotope Laboratories, Inc. (Andover, USA). Dimethyl sulfoxide-d6 (99.8%) was purchased from EMD Millipore (Billerica, USA). Solvents (methanol, DMF, chloroform, petroleum ether, toluene, DMSO) were all ACS certified or spectroscopic grade, were purchased from Fisher Chemical (New Jersey, USA) and used without further purification.
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4

Comprehensive Analytical Protocol for Bioactive Compounds

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HPLC grade acetic and formic acid, myricetin-3-O-rhamnoside, quercetin-3-O-rhamnoside, hirsutenone, oregonin, caffeine and rutin standards, dimethyl sulfoxide-d6 (99.8 atom% D with 0.03 vol.% TMS) and methanol-d4 (99.8 atom% D), phosphatidylcholine, cholesterol and the porcine polar brain lipid extract were purchased from Merck (Darmstadt, Germany). Ethyl acetate, n-hexane and methanol of reagent grade, HPLC-MS grade acetonitrile, methanol, n-dodecane, dimethyl sulfoxide, NaCl, HCl, Na2HPO4·7H2O and NaH2PO4·H2O were obtained from Reanal-Ker (Budapest, Hungary). HPLC-grade water was prepared with a Millipore Direct Q5 water purification system (Bedford, MA, USA). All aqueous eluents for HPLC were filtered through MF-Millipore membrane filters (0.45 μm, mixed cellulose esters) (Billerica, MA, USA) and degassed in an ultrasonic bath before use.
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5

Chitosan-PEG Conjugate Synthesis

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Poly(ethylene glycol) monomethyl ether MW 5000 kDa (mPEG), medium molecular weight chitosan (190–340 kDa), phthalic anhydride, anhydrous pyridine, 4-dimethylamino-pyridine (DMAP), succinic anhydride, anhydrous N,N-dimethylformamide (DMF), hydrazine monohydrate, hydroxybenzotrizole (HOBt), mucin from porcine stomach type III, egg yolk from chicken, and lactoferrin human were purchased from Sigma-Aldrich (St. Louis, MO, USA). Low molecular weight chitosan (oligosaccharide) (LMW OCs), 15 kDa, was obtained from Polysciences Inc., USA. Dulbecco’s Modified Eagle’s Medium (DMEM), Opti-MEM, and diethyl ether were obtained from Thermo Fisher Scientific Inc. (Waltham, MA, USA). Carbodiimide hydrochloride (EDC·HCl) and deuterium chloride were obtained from ACROS Organics (Morris Plains, NJ, USA). Deuterium oxide (D2O) and dimethyl sulfoxide-d6 were obtained from EMD Millipore Corporation (Billerica, MA, USA). pSpCas9-2A-GFP plasmid was purchased from Addgene (Plasmid #48138).
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6

Neurochemical Investigations in Aging Rodents

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Male Wistar rats (E19—12 months of age or older), male SAMP1 (24 weeks of age), and male SAMP8 (24 weeks of age) were purchased from Japan SLC (Shizuoka, Japan). The rats and mice were housed under standard laboratory conditions (23 °C ± 1 °C, 55% ± 5% humidity) and had access to tap water and diet ad libitum. The lights were automatically turned on at 8:00 and turned off at 20:00. All experiments were carried out in compliance with the guidelines established by the University of Shizuoka for the care and use of laboratory animals, and the ARRIVE guidelines. The protocols were pre-approved by the Animal Ethics Committee of the University of Shizuoka.
BTP3-Neu5Ac was synthesized according to the procedure described previously3 (link). Geranic acid (85%), chorine bicarbonate (~ 80% in water), and dimethyl sulfoxide-d6 (DMSO-d6, 99.5 atom %D) were purchased from Merck KGaA (Darmstadt, Germany).
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7

Analytical Techniques for Compound Characterization

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Electrothermal IA 9100 digital melting point apparatus (Electrothermal, Staffordshire, UK) and Jasco DIP-370 digital polarimeter (Jasco, Easton, CA, USA), 50 mm microcell were used for measuring melting points (m.p., °C) and optical rotations of the isolated compounds, respectively. Shimadzu UV-2600 UV-Vis (Shimadzu, Kyoto, Japan) and Nicolet 6700 FT-IR (Thermo Fisher Scientific, Waltham, MA, USA) spectrometers were used for recording UV and IR spectra, respectively. 1H-NMR, 13C-NMR, and 2D NMR spectra were acquired using Bruker AV 500 spectrometer (Bruker, Rheinstetten, Germany). Dimethyl sulfoxide-d6, methanol-d4, and pyridine-d5 (Merck, Darmstadt, Germany) were used as NMR solvents. EI-MS data were acquired using a Thermo Finnigan Polaris Q (Thermo Fisher Scientific, Waltham, MA, USA).
Thin layer chromatography (TLC) was carried out on silica gel 60 GF254 (layer thickness 0.2 mm, Merck, Darmstadt, Germany). Column chromatography (CC) was performed by using silica gel 60 (63–200 µm, Merck, Darmstadt, Germany), silica gel P60 (40–63 µm, Silicycle, QC, Canada), or reverse phase silica gel C-18 (40–63 µm, Silicycle, Quebec, Canada) as a stationary phase.
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8

Preparation and Characterization of Ezetimibe

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Ezetimibe samples were taken from commercial batches produced by Deva Holding A.Ş. (Tekirdağ, Turkey), or synthesized in the R&D laboratories of Deva. Ezetimibe standard was supplied by a specialized team on standardization of reference standards for analytical use in Deva. Synthetic and analytical reagents and solvents were supplied from different chemical companies such as Merck KGaA (Darmstadt, Germany), J.T. Baker (Phillipsburg, USA), Sigma-Aldrich (St. Louis, MO, USA), Lab-Scan (Gliwice, Poland), Acros Organics (Geel, Belgium), Akkim (Yalova, Turkey), Sodas Sodyum Sanayi A.S. (Izmir, Turkey), and Emekcioglu Tuz A.S. (Ankara, Turkey). All non-aqueous reactions were performed in dry glassware under an atmosphere of dry nitrogen. Deionized water was prepared using MilliQ plus purification system (Millipore, Bedford, MA, USA). Deuterated solvents (dimethylsulfoxide-d6 and deuterated chloroform) were purchased from Merck KGaA (Darmstadt, Germany).
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9

Glyceraldehyde-3-Phosphate Dehydrogenase Assay

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GlyP b from rabbit muscle and
GlyP a from rabbit muscle were purchased from Sigma. Chemicals were
purchased as follows: glucose-6-phosphate, tris hydrochloride, tris(2-carboxyethyl)
phosphine hydrochloride (TCEP), and dimethyl sulfoxide-d6 (99.96%)
from Sigma. Deuterium oxide (99.9% D) was purchased from Goss Scientific.
Water, acetonitrile, and formic acid (99.5%) Optima LC/MS Grade were
obtained from Fisher Scientific. All other ultrapure water used was
purified on a Milli-Q Advantage A10 system (Merck).
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10

Softwood Kraft Lignin Modification and Characterization

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Softwood kraft lignin (SKL)AQQ7 Amallin A™ was donated by West Fraser Corp. (Hinton, Canada). The original SKL had 40% moisture content and was slightly acidic (pH = 2, 15% solid lignin in water). These lignins were then thoroughly washed with distilled water until to a neutral pH was attained and dried by lyophilization before the modification and characterization.
Ethylene carbonate (EC, Alfar Aser), sulfuric acid (Thermal Fischer), oleic acid (Sigma Aldrich), tetrahydrofuran (HPLC grade, Sigma Aldrich) were used, as received. Deuterium reagents including chloroform-D were purchased from Cambridge Isotope Laboratories, Int. Dimethyl sulfoxide-d6 and toluene -d8 were obtained from Sigma Aldrich. Anhydrous pyridine was prepared by adding molecular sieves in the pyridine (Sigma Aldrich, 99.8%).
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