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Dihydroartemisinic acid

CAS# 85031-59-0

Dihydroartemisinic acid

Catalog No. BCN8547----Order now to get a substantial discount!

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Dihydroartemisinic acid: 5mg Please Inquire In Stock
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Dihydroartemisinic acid: 20mg Please Inquire Please Inquire
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Dihydroartemisinic acid: 100mg Please Inquire Please Inquire
Dihydroartemisinic acid: 200mg Please Inquire Please Inquire
Dihydroartemisinic acid: 500mg Please Inquire Please Inquire
Dihydroartemisinic acid: 1000mg Please Inquire Please Inquire

Quality Control of Dihydroartemisinic acid

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Chemical structure

Dihydroartemisinic acid

3D structure

Chemical Properties of Dihydroartemisinic acid

Cas No. 85031-59-0 SDF Download SDF
PubChem ID 11020893 Appearance Powder
Formula C15H24O2 M.Wt 236.35
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R)-2-[(1R,4R,4aS,8aS)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]propanoic acid
SMILES CC1CCC(C2C1CCC(=C2)C)C(C)C(=O)O
Standard InChIKey JYGAZEJXUVDYHI-DGTMBMJNSA-N
Standard InChI InChI=1S/C15H24O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10-14H,4-7H2,1-3H3,(H,16,17)/t10-,11-,12+,13+,14+/m1/s1
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 Dihydroartemisinic acid

The herbs of Artemisia annua L.

Biological Activity of Dihydroartemisinic acid

Description1. Dihydroartemisinic acid is a precursor to the antimalarial agent artemisinin.

Dihydroartemisinic acid Dilution Calculator

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Dihydroartemisinic acid Molarity Calculator

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Preparing Stock Solutions of Dihydroartemisinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.231 mL 21.1551 mL 42.3101 mL 84.6203 mL 105.7753 mL
5 mM 0.8462 mL 4.231 mL 8.462 mL 16.9241 mL 21.1551 mL
10 mM 0.4231 mL 2.1155 mL 4.231 mL 8.462 mL 10.5775 mL
50 mM 0.0846 mL 0.4231 mL 0.8462 mL 1.6924 mL 2.1155 mL
100 mM 0.0423 mL 0.2116 mL 0.4231 mL 0.8462 mL 1.0578 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 Dihydroartemisinic acid

Production of amorphadiene in yeast, and its conversion to dihydroartemisinic acid, precursor to the antimalarial agent artemisinin.[Pubmed:22247290]

Proc Natl Acad Sci U S A. 2012 Jan 17;109(3):E111-8.

Malaria, caused by Plasmodium sp, results in almost one million deaths and over 200 million new infections annually. The World Health Organization has recommended that artemisinin-based combination therapies be used for treatment of malaria. Artemisinin is a sesquiterpene lactone isolated from the plant Artemisia annua. However, the supply and price of artemisinin fluctuate greatly, and an alternative production method would be valuable to increase availability. We describe progress toward the goal of developing a supply of semisynthetic artemisinin based on production of the artemisinin precursor amorpha-4,11-diene by fermentation from engineered Saccharomyces cerevisiae, and its chemical conversion to Dihydroartemisinic acid, which can be subsequently converted to artemisinin. Previous efforts to produce artemisinin precursors used S. cerevisiae S288C overexpressing selected genes of the mevalonate pathway [Ro et al. (2006) Nature 440:940-943]. We have now overexpressed every enzyme of the mevalonate pathway to ERG20 in S. cerevisiae CEN.PK2, and compared production to CEN.PK2 engineered identically to the previously engineered S288C strain. Overexpressing every enzyme of the mevalonate pathway doubled artemisinic acid production, however, amorpha-4,11-diene production was 10-fold higher than artemisinic acid. We therefore focused on amorpha-4,11-diene production. Development of fermentation processes for the reengineered CEN.PK2 amorpha-4,11-diene strain led to production of > 40 g/L product. A chemical process was developed to convert amorpha-4,11-diene to Dihydroartemisinic acid, which could subsequently be converted to artemisinin. The strains and procedures described represent a complete process for production of semisynthetic artemisinin.

Description

Dihydroartemisinic acid (Dihydroqinghao acid), isolated as a natural product from Artemisia annua, is a biosynthetic precursor to the antimalarial agent Artemisinin.

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