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Acetovanillone

Acetovanillone is a natural compound found in various plant sources, including vanilla beans.
It is a derivative of vanillin and has been studied for its potential biological activities.
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Most cited protocols related to «Acetovanillone»

Vanillate, guaiacol, GSH, and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) were purchased from Sigma-Aldrich. erythro-GGE was purchased from TCI America (Portland, OR).
A racemic mixture of MPHPV was synthesized by dissolving erythro-GGE into ethyl acetate (Fisher) and then slowly adding 1.25 molar eq of DDQ and stirring for 30 min. The reaction was washed three times with saturated NaHCO3 to remove DDQH2 formed during the reaction. The MPHPV was purified via flash chromatography using hexane/ethyl acetate (0.33:0.67, v/v), as described previously (15 (link)), and then crystallized from the eluent via solvent evaporation.
HPV was synthesized as described previously for synthesis of β-deoxy-α-veratrylglycerone, except using 4-O-benzyl-acetovanillone as starting material, rather than acetoveratrone (15 (link)). Synthesis of HPV required an additional debenzylation step that was unnecessary in the synthesis of β-deoxy-α-veratrylglycerone.
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Publication 2018
1,4-benzoquinone acetovanillone Anabolism Bicarbonate, Sodium Chromatography ethyl acetate Guaiacol Molar n-hexane oxytocin, 1-desamino-(O-Et-Tyr)(2)- Solvents
Aortic nitric oxide bioavailability was measured as a NOS inhibitor [NG-nitro-L-arginine methyl ester (L-NAME, 1 × 10−4 M)] induced contraction of isolated rat aorta after submaximal precontraction of the vessel with phenylephrine (1 × 10−6 M) as previously described.[14 (link)] To prevent synthesis of prostaglandins, we performed the experiment in the presence of 10 mM indomethacin. The seven number of aortic ring preparation each isolated from seven animals per group were used for the experiment (i.e. N = 7).
Drugs and chemicals
L-NAME, tempol, acetylcholine, sodium nitroprusside, L-phenyephrine, and apocynin/acetovanillone were purchased from Sigma Chemical Company Inc., St Louis, MO, USA. Indomethacin was obtained as a gift sample from Sun Pharma, Chennai, India. All other chemicals used were analytical grade purchased from Himedia Laboratories Ltd, Mumbai, India.
Data analysis
Data in the manuscript are expressed as Mean ± SEM. Comparisons between groups were made using one-way ANOVA. When significance was indicated, a Student-Newman-Keuls post hoc analysis was used. Statistical significance was assumed at P < 0.05.
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Publication 2009
acetovanillone Acetylcholine Animals Aorta Blood Vessel Indomethacin neuro-oncological ventral antigen 2, human NG-Nitroarginine Methyl Ester Nitroprusside, Sodium Oxide, Nitric Pharmaceutical Preparations Phenylephrine Prostaglandins, Synthetic Student tempol

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Publication 2018
acetovanillone acrylate Amides Amines Butyric Acid carbene Centrifugation Dialysis Dimethylformamide DIPEA Ethers Polymers Pressure Protons Radionuclide Imaging Solvents Spectroscopy, Nuclear Magnetic Resonance Sulfoxide, Dimethyl Vertebral Column
The following were prepared as 50 mM stock solutions in 70% (v/v) EtOH and adjusted to pH 7 using 2.5 M NaOH when required: 2-vanillic acid (2-hydroxy-3-methoxybenzoic acid, ABCR, Karlsruhe, Germany, Cat. No. AB177480), 2-vanillin (2-hydroxy-3-methoxybenzaldehyde, ABCR, Cat. No. AB117268), acetovanillone (4′-hydroxy-3′-methoxyacetophenone, ABCR, Cat. No. AB125832), benzaldehyde (Acros, Geel, Belgium, Cat. No. 378361000), benzoic acid (ABCR, Cat. No. AB113879), benzyl acetate (ABCR, Cat. No. AB131641), benzyl alcohol (ABCR, Cat. No. AB171491), ethyl-vanillate (ABCR, Cat. No. AB178082), ethyl-vanillin (3-ethoxy-4-hydroxybenzaldehyde, ABCR, Cat. No. AB126381), eugenol (ABCR, Cat. No. AB111881), homovanillic acid (Sigma, St Louis, MO, USA, Cat. No. H1252-1G), isovanillic acid (3-hydroxy-4-methoxybenzoic acid, ABCR, Cat. No. AB117271), isovanillin (3-hydroxy-4-methoxybenzaldehyde, ABCR, Cat. No. AB117270), methyl-vanillate (ABCR, Cat. No. AB132603), protocatechualdehyde (3,4-dihydroxybenzaldehyde, ABCR, Cat. No. AB110948) and vanillin (ABCR, Cat. No. AB117415). Vanillic acid (Fluka, Buchs, Switzerland, Cat. No. 94770-10G) was prepared as a 50 mM stock solution in water and adjusted to pH 7 with 2.5 M NaOH. All solutions were used at a final concentration of 250 µM unless otherwise indicated. Tetracycline (Sigma, Cat. No. T7660) was prepared as a 1 mg/ml stock solution in H2O, and erythromycin (Fluka, Cat. No. 45673) as a stock solution of 1 mg/ml in ethanol. Both antibiotics were used at a final concentration of 2 µg/ml.
Publication 2011
2-hydroxy-3-methoxybenzoic acid 2-vanillin 3-methoxybenzaldehyde 3-methoxybenzoic acid acetovanillone Antibiotics benzaldehyde Benzoic Acid benzyl acetate Benzyl Alcohol Erythromycin Ethanol ethyl vanillin Eugenol Homovanillic Acid isovanillic acid isovanillin methyl vanillate protocatechualdehyde Tetracycline Vanillic Acid vanillin
HEPES, ethylenediaminetetraacetate (EDTA), bovine serum albumin (BSA), penicillin, streptomycin, dihydrorhodamine 123 (DHR), phenylmethylsulfonyl fluoride (PMSF), benzamidine, leupeptin, and soybean trypsin inhibitor (SBTI), sodium orthovanadate (Na3VO4), apocynin (4-acetovanillone), 3-(4,5-dimethylthiazol-2-yl)-2-5-diphenol tetrazolium bromide (MTT), pyrrolidine dithiocarbamate (PDTC), diphenyleneiodonium (DPI), TRITC-labelled phalloidin, cycloheximide (CHX), ribonuclease A (RNase A), propidium iodide (PI), diethylenetriamine pentaacetic acid (DTPA), RPMI-1640 medium, superoxide dismutase conjugated to polyethylene glycol (PEG-SOD), catalase conjugated to PEG (PEG-CAT) and sulforhodamine B were from Sigma-Aldrich (St. Louis, MO). Triton X-100, Percoll, PVDF membranes, Rainbow™ were from GE Healthcare (San Francisco, CA). Fetal bovine serum (FBS) was purchased from Cultilab (Campinas, SP, Brazil). Dulbecco's Modified Eagle Medium (DMEM), Dihydroethidium (DHE), anti- p-FAK397 and Lipofectamine 2000 were obtained from Invitrogen (Carlsbad, CA). DAF-FMDA, CM-H2DCFDA, HPF and JC-1 were obtained from Molecular Probes (Carlsbad, CA). siRNA oligomers for NOX4 (5′-CCTCAGCATCTGTTCTTAACCTCAA-3′) and its scrambled sequence (Scramble) were obtained using BLOCKiTTM RNAi Designer (Invitrogen). Antibody anti-caspase-3 was obtained from Cell Signaling. All other antibodies and protein A/G agarose were from Santa Cruz Biotechnology (Santa Cruz, CA). Streptavidin-conjugated FITC and Streptavidin-conjugated horseradish peroxidase were from Caltag Laboratories. ECL system (SuperSignal West Pico chemiluminescent substrate kit) was from Pierce Biotechnology (Rockford, IL, USA). High capacity cDNA reverse transcripition kit RNeasy, RNeasy Mini kit were from Qiagen, RQ1 RNase-Free DNase, the set of dN TP and RNasin RNase inhibitor were purchased from Promega (Madison, WI).
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Publication 2014
2',7'-dichlorodihydrofluorescein diacetate acetovanillone Antibodies benzamidine Bromides Caspase 3 Catalase catalase-polyethylene glycol Cycloheximide Deoxyribonucleases dihydroethidium dihydrorhodamine 123 diphenyleneiodonium DNA, Complementary Eagle Fetal Bovine Serum Fibromuscular Dysplasia Fluorescein-5-isothiocyanate G-substrate HEPES Immunoglobulins leupeptin lipofectamine 2000 lissamine rhodamine B Molecular Probes NOX4 protein, human Orthovanadate Penicillins Pentetic Acid Percoll Phenylmethylsulfonyl Fluoride polyethylene glycol-superoxide dismutase Polyethylene Glycols polyvinylidene fluoride Promega Propidium Iodide Pyrrolidinedithiocarbamate Ribonuclease, Pancreatic Ribonucleases RNA, Small Interfering RNA Interference Sepharose Serum Albumin, Bovine Sodium Soybeans Staphylococcal Protein A Strep-avidin conjugated horseradish peroxidase Streptavidin Streptomycin Superoxide Dismutase tetramethylrhodaminylphalloidine Tetrazolium Salts Tissue, Membrane Triton X-100 Trypsin Inhibitors

Most recents protocols related to «Acetovanillone»

The Strain AORB19 was grown in 50 mL of culture medium with 0.1% Lignin, alkali from Sigma Aldrich as the carbon source and cultured at 27 °C on a shaker for 8 d. Every 48 h, a sample was sacrificed and centrifuged at 15,000 rpm for 10 min to remove the bacteria, and the culture supernatant was separated for further analysis. A control sample (culture media devoid of bacterial strain) was also prepared and subjected to the same treatment and analytical path. Phenolic compounds typical of Lignin degradation (i.e., phenol, o-catechol, 3-methylcatechol, guaiacol, syringol, p-hydroxybenzaldehyde, p-hydroxybenzoic acid, vanillin, vanillic acid, syringaldehyde, syringic acid, acetovanillone, acetosyringone, ferulic acid) were qualitatively monitored in the supernatant using an Agilent 1260 Infinity II HPLC system equipped with a diode array detector (Agilent Technologies, Inc., Santa Clara, CA, USA). Separation of analytes was carried out with a Gemini® NX-C18 column (3 µm, 110 Å, 150 mm × 4.60 mm, Phenomenex, Torrance, CA, USA), at a temperature of 40 °C and a flow rate of 0.5 mL/min. A gradient of 5 to 95% MeOH in 0.044 N H3PO4 was used and detection was conducted at 280 nm. The injection volume was 100 μL.
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Publication 2024
Not available on PMC !
Water (for UHPLC, supergradient) and dichloromethane (for pesticide analysis, 99.8%) were purchased from PanReac AppliChem ITW Reagents (Barcelona, Spain). Ammonium sulfate (NH 4 ) 2 SO 4 , sodium sulfate Na 2 SO 4 , and phenol (≥99.5%) were purchased from Penta Chemicals Unlimited (Prague, Czech Republic). Absolute ethanol (≥99.8%) was purchased from Honeywell (Charlotte, NC, USA) and tartaric acid (99.5%) was purchased from Sigma Aldrich (St. Louis, MO, USA).
Thirty-nine (39) reference-standard-grade pure compounds were purchased from commercial sources as follows: citronellol, decyl aldehyde, ethyl 2-methylbutyrate, ethylvanillin, 4-ethylphenol, eugenol, ethyl-caproate, ethyl-cinnamate trans, geraniol, isoamylacetate, linalool, and vanillin were purchased from Acros Organics (Geel, Belgium); ethylbutyrate, ethyl-isobutyrate, ethyl-isovalerate, hexyl-acetate, isobutyl-acetate, β-ionone, 2-phenylethyl acetate, and rose oxide were purchased from Honeywell Fluka (Charlotte NC, USA); acetovanillone, damascenone natural, 4-ethylguajacol, ethyl-caprylate, ethyl 3-hydroxybutyrate, ethyl-decanoate, ethyl-dodecanoate, guaiacol, hexanal, isoeugenol, 2-methoxy-4-vinylphenol, 2-methoxy-4-methylphenol, 3-(methylthio)propionaldehyde, 2phenylethanol, benzyl-acetate, citral, thymol, 4-vinylphenol solution, and whiskey lactone were purchased from Sigma Aldrich (St. Louis, MO, USA). The list of the standards, Chemical Abstracts Service Number (CAS Registry Number), molecular formula, purity, and company are shown in Table A1.
Publication 2024
Lignin phenols in soils were extracted and quanti ed using the alkaline copper oxide (CuO) oxidation method (Feng and Simpson, 2007) . Brie y, aired-dried soils containing at least ~ 5 mg organic carbon were mixed with 0.5 g CuO, 100 mg of ammonium iron (II) sulfate hexahydrate [Fe (NH 4 ) 2 (SO 4 ) 2 ⋅6H 2 O],
50 mg glucose (co-solvent), and 15 ml of nitrogen-purged 2 M NaOH solution in Te on-lined bombs. All bombs were ushed with N 2 in the headspace for 10 min and heated at 170°C for 2 h with constant stirring. After the heating, the bombs were cooled overnight. Then, 0.5 ml internal standard 1 (ethyl vanillin, 50µg/ml) was added to the oxidation products and mixed by stirring for 5 min. The oxidation products mixed with internal standards were transferred to a 50 ml centrifuge tube. The supernatant was transferred into a new centrifuge tube, after centrifugation at 3000 rpm for 15 min. The liquid was acidi ed with 6M HCl to a nal pH of 1.8-2.2, which was then incubated in the dark for 1 h at room temperature to precipitate humic acid. The supernatant was transferred to a 100 ml brown volumetric ask after centrifugation at 4000 rpm for 30 min. The precipitate was washed with HCl (v:v = 1:1000) and centrifuged at 4000 rpm for 30 min, then the supernatant was pooled with the supernatant from the last step. The combined supernatant was bound to a C 18 column and the column was dried by N 2 -blowing.
The bound product was eluted several times with ethyl acetate (0.5 ml each time, about 4.5 ml total). Then 0.5 ml of the internal standard 2 was added (Phenylacetic acid, 50µg/ml) to the collected eluent. After drying by N 2 -blowing, the product was derivatized by adding 50 µL of pyridine and 100 µL of derivatization reagent (N, O-bis-(trimethylsilyl) tri uoroacetamide) and incubated at 60°C, 3 h.
After cooled to room temperature, the derivatized products were analyzed by GC-MS equipped with HP-1 column (30 m × 0.25 mm × 0.25 µm) and a ame ionization detector (FID). The carrier gas was high purity N 2 (99.999%) operated with constant ow mode (1.5 ml min - 1 for N2, 40 ml min - 1 for H2, and 450 ml min - 1 for air). The inlet temperature was 300°C, the injection volume was 1 µl, a spilt injection was used (spilt ratio of 10:1), and the detector temperature was 300°C. The temperature program for the column was as follows: the initial column temperature was 100°C, and increased to 140°C at a rate of 8°C min - 1 , then increased to 170°C at a rate of 4°C min - 1 and hold for 5 min, nally increased to 300°C at a rate of 10°C min - 1 and held for 4 min. The concentrations of lignin phenols were quanti ed by comparing the peak intensity with the surrogate standards. Finally, the vanillyl phenols (V; vanillin, acetovanillone, vanillic acid), syringyl phenols (S; syringaldehyde, acetosyringone, syringic acid), and cinnamyl phenols (C; p-coumaric acid, ferulic acid) were summarized to represent the total lignin contents in the soil. The concentration of lignin phenols was normalized to SOC content to re ect its contribution to SOC.
Publication 2024
Not available on PMC !
In a previous publication by Iyer et al. (2021) (link), ten compounds were found to be significantly higher in Gorse compared to other invasive plants found in Scotland, namely, p-coumaric acid, acetovanillone, protocatechuic acid, chlorogenic acid, vanillin, p-hydroxybenzoic acid, sinapic acid, kaempferol, mandelic acid and ferulic acid. Among these however, only six compounds, namely, p-coumaric acid, acetovanillone, vanillin, p-hydroxybenzoic acid, mandelic acid and ferulic acid were detected in the final GLPC and were used as representative sample compounds to study their metabolism as they passed along the digestion model. A standard compound mixture (50 mM, 200 µL, p-coumaric acid, acetovanillone, protocatechuic acid, chlorogenic acid, vanillin, p-hydroxybenzoic acid, sinapic acid, kaempferol, mandelic acid and ferulic acid) was prepared and incubated with the Caco-2 cells for 24 h at 37 °C to assess active cell transport.
Publication 2023

Example 4

To evaluate the effect of an added antioxidant in the ScanAndFill mix (no polymerase) on detection step signal decay and sequencing error rate, a polynucleotide of a known sequence was sequenced using an Illumina MiniSeq™ sequencer using, during the detection step, a ScanAndFill mix without a polymerase and with or without 3 mM ascorbate. The ScanAndFill mixes included EA buffer, pH 9.85, MgSO4, EDTA, A-LN3, C-LN3, T-LN3, Dark G, and CHAPS. 100 cycles of sequencing were run using incorporation times of 7.5 seconds and were compared to a baseline using the standard scan mix with an incorporation time of 25 seconds per cycle. The results are shown in FIGS. 8-9.

The addition of ascorbate resulted in substantially improved signal decay reduction (FIG. 8) and reduction in error rate (FIG. 9) relative to the ScanAndFill without ascorbate. Read lengths of greater than 75 cycles are enabled with the addition of the antioxidant. As shown in the FIG. 9 inset, ascorbate also improved the % Q30. Additionally, ascorbate improved the % Align PhiX.

Similar results were observed with other concentrations of ascorbate (up to 20 mM), with varying concentrations of acetovanillone (up to 20 mM), and combinations of ascorbate and acetovanillone (data not shown).

In addition, the pH may be varied, and similar results may be obtained.

A number of embodiments have been described. Nevertheless, it will be understood that various modifications may be made. Accordingly, other embodiments are within the scope of the following claims.

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Patent 2023

Top products related to «Acetovanillone»

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Acetovanillone is a chemical compound used in various laboratory applications. It is a crystalline solid with a vanillin-like aroma. Acetovanillone is commonly employed as a reagent and intermediate in organic synthesis reactions.
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Syringaldehyde is a chemical compound used in various laboratory applications. It serves as a building block for the synthesis of other compounds and as a reagent in analytical procedures. Syringaldehyde is a crystalline solid with a specific molecular structure and chemical properties.
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Acetosyringone is a chemical compound used in various laboratory applications. It serves as an important reagent in the field of plant biology and genetic engineering. The core function of acetosyringone is to act as a signaling molecule that triggers the activation of specific genes in certain bacteria, which is a crucial step in the process of plant transformation.
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P-coumaric acid is a naturally occurring phenolic compound that can be utilized as a reference standard or an analytical reagent in various laboratory settings. It is a white to off-white crystalline solid that is soluble in organic solvents. P-coumaric acid is commonly used as a standard in analytical techniques, such as high-performance liquid chromatography (HPLC) and spectrophotometric measurements, to quantify and characterize similar compounds in sample matrices.
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Ferulic acid is a phenolic compound that can be found in various plant sources, including rice, wheat, oats, and vegetables. It is commonly used as a lab equipment product for research and analysis purposes. Ferulic acid has antioxidant properties and can be used in a variety of applications, such as the study of plant-based compounds and their potential health benefits.
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Syringic acid is a phenolic compound that can be used as a chemical reagent in laboratory research and analysis. It serves as a standard reference material for analytical techniques such as chromatography and spectroscopy. The specific core function of syringic acid is to act as a calibration and measurement standard for the quantification of similar phenolic compounds in various samples.
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Vanillin is a chemical compound used as a flavoring agent. It is the primary component of the extract of the vanilla bean and is commonly used in the food, beverage, and pharmaceutical industries.
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Apocynin (Acetovanillone) is a chemical compound that can be used as a laboratory reagent. It is a naturally occurring substance found in certain plants. Apocynin has been studied for its potential biological activities, but its core function is as a research tool for laboratory experiments.
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Vanillic acid is a chemical compound that is commonly used in laboratory settings. It is a white, crystalline solid with a characteristic vanilla-like odor. Vanillic acid is often used as a reference standard in analytical methods and as a precursor in the synthesis of other chemical compounds.
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P-hydroxybenzoic acid is a chemical compound that serves as a versatile intermediate for the synthesis of various pharmaceutical and industrial products. It is a white or colorless crystalline solid that has a melting point around 214°C. P-hydroxybenzoic acid is commonly used as a starting material in the production of certain drugs, personal care products, and other chemical derivatives.

More about "Acetovanillone"

Acetovanillone is a natural compound found in various plant sources, including vanilla beans.
It is a derivative of vanillin and has been studied for its potential biological activities.
Acetovanillone is closely related to other phenolic compounds found in plants, such as syringaldehyde, acetosyringone, p-coumaric acid, ferulic acid, syringic acid, vanillin, apocynin, vanillic acid, and p-hydroxybenzoic acid.
These plant-derived compounds have garnered significant interest due to their diverse range of potential health benefits.
For example, syringaldehyde has been investigated for its antioxidant, anti-inflammatory, and neuroprotective properties, while acetosyringone has shown promise in areas like antimicrobial activity and wound healing.
Similarly, p-coumaric acid, ferulic acid, and syringic acid are phenolic acids that have been studied for their antioxidant, anti-cancer, and cardioprotective effects.
Vanillin, the primary component of vanilla, has been explored for its potential as a flavorant, antioxidant, and anti-diabetic agent.
Apocynin, a structural analog of acetovanillone, has been investigated for its anti-inflammatory and neuroprotective abilities, while vanillic acid and p-hydroxybenzoic acid have also demonstrated various biological activities.
To efficiently navigate the wealth of research and information surrounding these compounds, researchers can utilize PubCompare.ai, an AI-driven research platform.
PubCompare.ai analyzes data from literature, pre-prints, and patents to provide accurate, data-driven insights and comparisons, enabling seamless research with its cutting-edge AI technology.
This innovative tool can enhance your Acetovanillone research experience by helping you locate and identify the best protocols and products for your studies.