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TBHQ

Catalog No. T5364   CAS 1948-33-0
Synonyms: tert-Butylhydroquinone

TBHQ (tert-Butylhydroquinone) is an antioxidant that induces an antioxidant response through the redox-sensitive transcription factor Nrf2.

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TBHQ Chemical Structure
TBHQ, CAS 1948-33-0
Pack Size Availability Price/USD Quantity
500 mg In stock $ 41.00
1 g In stock $ 48.00
1 mL * 10 mM (in DMSO) In stock $ 45.00
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Purity: 98%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description TBHQ (tert-Butylhydroquinone) is an antioxidant that induces an antioxidant response through the redox-sensitive transcription factor Nrf2.
In vitro HeLa cells treated with tBHQ showed preferential oxidation of mitochondrial thioredoxin-2 (Trx2), while cellular glutathione and cytosolic thioredoxin-1 were not affected. With tBHQ treatments, Trx2 overexpression suppressed Nrf2 accumulation and activity [1]. Pretreatment of Jurkat T cells with tBHQ, prior to activation with anti-CD3/anti-CD28, diminished the production of interleukin-2 (IL-2) at both the transcript and protein levels. Similarly, the expression of CD25 also diminished, albeit to a lesser degree than IL-2, after pretreatment with tBHQ [2].
In vivo TBHQ treatment prevented left ventricular dilatation and cardiac dysfunction induced by TAC and decreased the prevalence of myocardial apoptosis. TBHQ-induced Akt activation was accompanied by increased phosphorylation of Bad, glycogen synthase kinase-3β (GSK-3β) and mammalian target of rapamycin (mTOR). Blockade of the Akt pathway in vivo accelerated cardiac dysfunction, and abrogated the protective effects of TBHQ. TBHQ also reduced the reactive aldehyde production and protein carbonylation in stressed myocardium [3].
Cell Research Jurkat T cells were cultured in 96-well plates (1×10^5 cells/well) and treated as described, and cell supernatants were harvested 24h after activation with anti-CD3/anti-CD28. IL-2 was quantified from cell supernatants by the use of a commercially available kit per the manufacturer's protocol. Relative light intensity was quantified at 450nm by Bio-Tek μQuant microplate reader. The IL-2 concentrations of each sample were then calculated using a line ar standard curve on Microsoft Excel [2].
Animal Research TBHQ powder was directly mixed with the animal food powder at a ratio of 1% (w/w) as described previously. The efficacy of this protocol for TBHQ treatment in vivo has also been validated by other groups. TBHQ treatment was continued for 4 weeks after the TAC surgery [3].
Synonyms tert-Butylhydroquinone
Molecular Weight 166.22
Formula C10H14O2
CAS No. 1948-33-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 30 mg/mL (180.48 mM)

TargetMolReferences and Literature

1. Imhoff BR, et al. Tert-butylhydroquinone induces mitochondrial oxidative stress causing Nrf2 activation. Cell Biol Toxicol. 2010 Dec;26(6):541-51. 2. Zagorski JW, et al. The Nrf2 activator, tBHQ, differentially affects early events following stimulation of Jurkat cells. Toxicol Sci. 2013 Nov;136(1):63-71. 3. Zhang Y, et al. The antioxidant compound tert-butylhydroquinone activates Akt in myocardium, suppresses apoptosis and ameliorates pressure overload-induced cardiac dysfunction. Sci Rep. 2015 Aug 11;5:13005. 6. Sukumari-Ramesh S, et al. Post-Injury Administration of Tert-butylhydroquinone Attenuates Acute Neurological Injury AfterIntracerebral Hemorrhage in Mice.J Mol Neurosci. 2016 Apr;58(4):525-31.

TargetMolCitations

1. Zhu X, Huang N, Ji Y, et al.Brusatol induces ferroptosis in oesophageal squamous cell carcinoma by repressing GSH synthesis and increasing the labile iron pool via inhibition of the NRF2 pathway.Biomedicine & Pharmacotherapy.2023, 167: 115567. 2. Yu D, Cai W, Shen T, et al.PM2. 5 exposure increases dry eye disease risks through corneal epithelial inflammation and mitochondrial dysfunctions.Cell Biology and Toxicology.2023: 1-16. 3. An Y, Li H, Wang M, et al. Nuclear factor erythroid 2-related factor 2 agonist protects retinal ganglion cells in glutamate excitotoxicity retinas. Biomedicine & Pharmacotherapy. 2022, 153: 113378 4. Yang Q, Cai W, Jin H, et al. Downregulation of Inflammatory Response via Nrf2/Trx1/TXNIP Axis in Oxidative Stress-Induced ARPE-19 Cells and Mouse Model of AMD. Oxidative Medicine and Cellular Longevity. 2022 5. Chen Y, Shi J, Wang X, et al.An antioxidant feedforward cycle coordinated by linker histone variant H1. 2 and NRF2 that drives nonsmall cell lung cancer progression.Proceedings of the National Academy of Sciences.2023, 120(39): e2306288120. 6. Wang M, Hu S, Yang J, et al.Arenobufagin inhibits lung metastasis of colorectal cancer by targeting c-MYC/Nrf2 axis.Phytomedicine.2024: 155391.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Neurodegenerative Disease Compound Library Kinase Inhibitor Library NF-κB Signaling Compound Library Anti-Aging Compound Library Immunology/Inflammation Compound Library Stem Cell Differentiation Compound Library Bioactive Compound Library Anti-Alzheimer's Disease Compound Library Antioxidant Compound Library Autophagy Compound Library

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Keywords

TBHQ 1948-33-0 Apoptosis Autophagy Immunology/Inflammation MAPK Others ERK Ferroptosis Nrf2 Keap1-Nrf2 inhibit tert-Butylhydroquinone Extracellular signal regulated kinases Inhibitor inhibitor

 

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