2-HBA (Synonyms: Bis(2-hydroxybenzylidene)acetone) |
| Catalog No.GC12545 |
2-HBA는 NAD(P)H:quinone acceptor oxidoreductase 1(NQO1)의 강력한 유도제로 카스파제-3 및 카스파제-10도 활성화할 수 있습니다.
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Cas No.: 131359-24-5
Sample solution is provided at 25 µL, 10mM.
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2-HBA is an inducer of the Keap1-Nrf2-ARE pathway.
Keap1-Nrf2-ARE directly react with Keap1, the sensor protein for inducers, leads to enhanced transcription of phase 2 genes and protection against oxidant and electrophile toxicities.
In vitro: 2-HBA could markedly increase the activities of NAD(P)H:quinone acceptor oxidoreductase 1 (NQO1) and glutathione reductase, the levels of total glutathione, as well as the phase 2 response markers. In addition, at high concentrations 2-HBA caused G2/M cell cycle arrest and apoptosis. Moreover, the mutant L1210 cell line was found to be more sensitive to the apoptotic effects of 2-HBA [1].
In vivo: The effect of 2-HBA on the DMBA-induced expression of the Ha-ras gene in isolated RNA tissues of CBA/Ca inbred mice was investigated. According to the previous findings, elevated Ha-ras expression was obserrved even 24 h after DMBA treatment. Administration of 2-HBA with DMBA could lead to a decrease of the DMBA-induced Ha-ras gene expression in all the investigated tissues, suggesting metabolic interaction of 2-HBA and DMBA. In addiiton, administration of 2-HBA 24 h prior to the DMBA treatment was able to reduce the Ha-ras gene expression in all tested tissues except the liver, which could be the result of a possible CYP1A inducer and pro-oxidant effects of 2-HBA [2].
Clinical trial: Up to now, 2-HBA is still in the preclinical development stage.
References:
[1] A. T. Dinkova-Kostova, A. H. Cory, R. E. Bozak, et al. Bis(2-hydroxybenzylidene)acetone, a potent inducer of the phase 2 response, causes apoptosis in mouse leukemia cells through a p53-independent, caspase-mediated pathway. Cancer Letters 245, 341-349 (2007).
[2] Perjési P, Ember I, Bozak RE, Nádasi E, Rozmer Z, Varjas T, Hicks RJ. Effect of the chalcone analog E,E-bis(2-hydroxybenzylidene) acetone on the 7,12-dimethylbenz[a]anthracene-induced Ha-ras gene activity in vivo. In Vivo. 2006 Jan-Feb;20(1):141-6.
Kinase experiment: | Cells (20,000 per well) are grown for 24 h in 96-well plates, then exposed to 2-HBA (bis(2-hydroxybenzylidene)acetone) for either 24 h (for glutathione determination) or 48 h (for determination of enzyme activities). At the end of the exposure period, cells are collected by centrifugation (1500×g for 15 min at 4°C), washed with DPBS, and finally lysed in 0.08% digitonin. An aliquot (25 μL) is used for protein analysis. Activity of NQO1 is determined by the Prochaska test[1]. |
Cell experiment: | After exposure to 2-HBA (bis(2-hydroxybenzylidene)acetone) for 24 h, duplicate aliquots of cells (1×106) are collected by centrifugation and washed with cold DPBS. Apoptosis is determined using the Annexin-V-FLUOS assay with simultaneous determination of the necrotic fraction by the uptake of propidium iodide[1]. |
References: [1]. Dinkova-Kostova AT, et al. Bis(2-hydroxybenzylidene)acetone, a potent inducer of the phase 2 response, causes apoptosis in mouse leukemia cells through a p53-independent, caspase-mediated pathway. Cancer Lett. 2007 Jan 8;245(1-2):341-9. | |
| Cas No. | 131359-24-5 | SDF | |
| Synonyms | Bis(2-hydroxybenzylidene)acetone | ||
| Chemical Name | (1E,4E)-1,5-bis(2-hydroxyphenyl)-1,4-pentadien-3-one | ||
| Canonical SMILES | OC1=C(/C=C/C(/C=C/C2=CC=CC=C2O)=O)C=CC=C1 | ||
| Formula | C17H14O3 | M.Wt | 266.3 |
| Solubility | ≤14mg/ml in ethanol;11mg/ml in DMSO;12mg/ml in dimethyl formamide | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.7552 mL | 18.7758 mL | 37.5516 mL |
| 5 mM | 0.751 mL | 3.7552 mL | 7.5103 mL |
| 10 mM | 0.3755 mL | 1.8776 mL | 3.7552 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
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Average Rating: 5 (Based on Reviews and 26 reference(s) in Google Scholar.)
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