Duroquinone
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Duroquinone (Tetramethylquinone) is a redox-active ubiquinone analog. Duroquinone exhibits highly efficient electron transfer activity in biological systems and can mediate a variety of transmembrane and enzymatic redox reactions. As an artificial electron donor or acceptor, Duroquinone directly inserts into and interferes with the mitochondrial respiratory chain and the chloroplast photosynthetic electron transport chain, thereby regulating or redirecting specific electron flows and the intracellular generation and metabolism of reactive oxygen species (ROS). Duroquinone also possesses antiparasitic activity. Duroquinone can be used in research on root-knot nematode infection, hypoxia/ischemia, non-small cell lung cancer, and liver cancer.
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度 : 99.85%
- CAS 番号: 527-17-3
- 分子式: C10H12O2
- 分子量:164.20
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保管条件:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
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生物活性
製品説明
Cellular Effect
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| K562 | IC50 |
>50 μM
Compound: 6
|
In vitro cytotoxicity against Human Chronic Leukemia K562 cells
In vitro cytotoxicity against Human Chronic Leukemia K562 cells
|
[PMID: 8558523] |
| K562 | IC50 |
50 μM
Compound: 6
|
In vitro cytotoxicity against Human Chronic Leukemia K562 cells
In vitro cytotoxicity against Human Chronic Leukemia K562 cells
|
[PMID: 8558523] |
体外実験
Duroquinone (24 h) is cytotoxic to MH22a murine hepatoma cells with a 24-h cL50 of 59.0 µM, and the RH1-resistant MH22a-R subline has a cL50 of 25.5 µM, indicating no cross-resistance[8].
Duroquinone (0.8 mM; 24 h) toxicity in A549 cells is protected against by NAC (3 mM), supporting ROS involvement in cell death[7].
Duroquinone (50 µM; 24 h) cytotoxicity in MH22a cells is partly oxidative-stress-dependent and is not sensitive to dicumarol[8].
Duroquinone (50-300 μM; 20 min prior illumination) in photoinactivated bovine heart mitochondria increased Complex I→III electron transfer while not affecting Complex II→III electron transfer[4].
Duroquinone (0-1.18 µM; 30 min) causes little or no additional oxidative DNA damage in wild-type V79 cells, even after glutathione depletion[1].
Duroquinone (0-38 µM; 30 min) reduces proliferation by approximately 50% at 1.2 µM in glutathione-depleted V79-hOR cells, whereas V79 cells show no effect even at 38 µM[1].
Duroquinone (10-100 μM; 3 h) selectively damages CA1 pyramidal neurons in OHSC, with 100 μM producing 64.16% CA1 damage versus 6.89% CA3 damage at 24 h after a 3-h exposure[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human nonsmall cell lung cancer A549 cells
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Concentration:0.8 mM
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Incubation Time:24 h
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Result:Dicumarol reduced A549 cell survival after exposure.
Dicumarol dramatically enhanced cytotoxicity.
Survival without the inhibitor was normalized to 1.0.
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Cell Line:human nonsmall cell lung cancer A549 cells
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Concentration:0.8 mM
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Incubation Time:24 h
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Result:NAC protected A549 cells against toxicity.
Survival without antioxidant was normalized to 1.0.
化学情報
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CAS 番号 527-17-3
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性状 Solid
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分子量 164.20
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分子式 C10H12O2
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Color Light yellow to yellow
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SMILES
O=C1C(C)=C(C)C(C(C)=C1C)=O
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別名
Tetramethylquinone
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
溶剤 & 溶解度
体外:
DMSO : 20 mg/mL (121.80 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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データシート (282 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
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- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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取扱説明書 (2659 KB)
参考文献
[1]. Heine T, et al. Human cytochrome P450 reductase can act as a source of endogenous oxidative DNA damage and genetic instability. Free radical biology & medicine. 2006 Mar 01;40(5):801-7. [Content Brief]
[3]. Tan AS, et al. Differential effects of redox-cycling and arylating quinones on trans-plasma membrane electron transport. BioFactors (Oxford, England). 2008;34(3):183-90. [Content Brief]
[4]. Kim CS, et al. Inactivation of mitochondrial electron transport by photosensitization of a pheophorbide a derivative. Molecules and cells. 2004 Apr 30;17(2):347-52. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 6.0901 mL | 30.4507 mL | 60.9013 mL | 152.2534 mL |
| 5 mM | 1.2180 mL | 6.0901 mL | 12.1803 mL | 30.4507 mL | |
| 10 mM | 0.6090 mL | 3.0451 mL | 6.0901 mL | 15.2253 mL | |
| 15 mM | 0.4060 mL | 2.0300 mL | 4.0601 mL | 10.1502 mL | |
| 20 mM | 0.3045 mL | 1.5225 mL | 3.0451 mL | 7.6127 mL | |
| 25 mM | 0.2436 mL | 1.2180 mL | 2.4361 mL | 6.0901 mL | |
| 30 mM | 0.2030 mL | 1.0150 mL | 2.0300 mL | 5.0751 mL | |
| 40 mM | 0.1523 mL | 0.7613 mL | 1.5225 mL | 3.8063 mL | |
| 50 mM | 0.1218 mL | 0.6090 mL | 1.2180 mL | 3.0451 mL | |
| 60 mM | 0.1015 mL | 0.5075 mL | 1.0150 mL | 2.5376 mL | |
| 80 mM | 0.0761 mL | 0.3806 mL | 0.7613 mL | 1.9032 mL | |
| 100 mM | 0.0609 mL | 0.3045 mL | 0.6090 mL | 1.5225 mL |