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3',5'-Dimethoxy-4'-hydroxyacetophenone

CAS# 2478-38-8

3',5'-Dimethoxy-4'-hydroxyacetophenone

Catalog No. BCN0126----Order now to get a substantial discount!

Product Name & Size Price Stock
3',5'-Dimethoxy-4'-hydroxyacetophenone: 5mg $12 In Stock
3',5'-Dimethoxy-4'-hydroxyacetophenone: 10mg Please Inquire In Stock
3',5'-Dimethoxy-4'-hydroxyacetophenone: 20mg Please Inquire Please Inquire
3',5'-Dimethoxy-4'-hydroxyacetophenone: 50mg Please Inquire Please Inquire
3',5'-Dimethoxy-4'-hydroxyacetophenone: 100mg Please Inquire Please Inquire
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3',5'-Dimethoxy-4'-hydroxyacetophenone: 500mg Please Inquire Please Inquire
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Quality Control of 3',5'-Dimethoxy-4'-hydroxyacetophenone

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Chemical structure

3',5'-Dimethoxy-4'-hydroxyacetophenone

3D structure

Chemical Properties of 3',5'-Dimethoxy-4'-hydroxyacetophenone

Cas No. 2478-38-8 SDF Download SDF
PubChem ID 17198 Appearance Powder
Formula C10H12O4 M.Wt 196.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone
SMILES CC(=O)C1=CC(=C(C(=C1)OC)O)OC
Standard InChIKey OJOBTAOGJIWAGB-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 3',5'-Dimethoxy-4'-hydroxyacetophenone

The macadamia nut kernels and shells

Biological Activity of 3',5'-Dimethoxy-4'-hydroxyacetophenone

DescriptionAcetosyringone (3',5'-dimethoxy-4'-hydroxyacetophenone) is a well-known and very effective inducer of the virulence genes of Agrobacterium tumefaciens. It also has antioxidant activity.

3',5'-Dimethoxy-4'-hydroxyacetophenone Dilution Calculator

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3',5'-Dimethoxy-4'-hydroxyacetophenone Molarity Calculator

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Preparing Stock Solutions of 3',5'-Dimethoxy-4'-hydroxyacetophenone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.0968 mL 25.4842 mL 50.9684 mL 101.9368 mL 127.421 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL 20.3874 mL 25.4842 mL
10 mM 0.5097 mL 2.5484 mL 5.0968 mL 10.1937 mL 12.7421 mL
50 mM 0.1019 mL 0.5097 mL 1.0194 mL 2.0387 mL 2.5484 mL
100 mM 0.051 mL 0.2548 mL 0.5097 mL 1.0194 mL 1.2742 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 3',5'-Dimethoxy-4'-hydroxyacetophenone

Detection of an O-methyltransferase synthesising acetosyringone in methyl jasmonate-treated tobacco cell-suspensions cultures.[Pubmed:24445177]

Phytochemistry. 2014 Mar;99:52-60.

Acetosyringone (3',5'-dimethoxy-4'-hydroxyacetophenone) is a well-known and very effective inducer of the virulence genes of Agrobacterium tumefaciens but the precise pathway of its biosynthesis in plants is still unknown. We have used two tobacco cell lines, cultured in suspension and exhibiting different patterns of accumulation of acetosyringone in their culture medium upon treatment with methyl jasmonate, to study different steps of acetosyringone biosynthesis. In the two cell lines studied, treatment with 100 muM methyl jasmonate triggered a rapid and transient increase in acetovanillone synthase activity followed by a progressive increase in S-adenosyl-L-methionine: 5-hydroxyacetovanillone 5-O-methyltransferase activity which paralleled the rise in acetosyringone concentration in the culture medium. This O-methyltransferase displayed Michaelis-Menten kinetics with an apparent Km value of 18 muM for 5-hydroxyacetovanillone and its activity was magnesium-independent. Its molecular mass was estimated by gel permeation on an FPLC column and was found to be of ca. 81 kDa. 5-Hydroxyacetovanillone was the best substrate among the different o-diphenolic compounds tested as methyl acceptors in the O-methyltransferase assay. No formation of 5-hydroxyacetovanillone could be detected in vitro from 5-hydroxyferuloyl-CoA and NAD in the extracts used to measure acetovanillone synthase activity, indicating that 5-hydroxyacetovanillone is probably formed by direct hydroxylation of acetovanillone rather than by beta-oxidation of 5-hydroxyferulic acid. Taken together our results strongly support the hypothesis that acetosyringone biosynthesis in tobacco proceeds from feruloyl-CoA via acetovanillone and 5-hydroxyacetovanillone.

Interference by Mes [2-(4-morpholino)ethanesulfonic acid] and related buffers with phenolic oxidation by peroxidase.[Pubmed:17893045]

Free Radic Biol Med. 2007 Nov 1;43(9):1322-7.

While characterizing the kinetic parameters of apoplastic phenolic oxidation by peroxidase, we found anomalies caused by the Mes [2-(4-morpholino)ethanesulfonic acid] buffer being used. In the presence of Mes, certain phenolics appeared not to be oxidized by peroxidase, yet the oxidant, H(2)O(2), was utilized. This anomaly seems to be due to the recycling of the phenolic substrate. The reaction is relatively inefficient, but at buffer concentrations of 10 mM or greater the recycling effect is nearly 100% with substrate concentrations less than 100 microM. The recycling effect is dependent on substrate structure, occurring with 4'-hydroxyacetophenone but not with 3',5'-dimethoxy-4'-hydroxyacetophenone (acetosyringone). Characterization of the reaction parameters suggests that the phenoxyl radical from the peroxidase reaction interacts with Mes, causing the reduction and regeneration of the phenol. Similar responses occurred with related buffers such as Hepes [4-(2-hydroxyethyl)piperazine-1-ethanesulfonic acid] and Pipes [piperazine-1,4-bis(2-ethanesulfonic acid)]. Results from this work and other reports in the literature indicate that great care is required in interpreting any results involving these buffers under oxidizing conditions.

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