TBHQ

Synonyms: Tert-butylhydroquinone

Tert-butylhydroquinone (TBHQ) is an antioxidant compound which is used to prevent lipid peroxidation and shows multiple cytoprotective actions. It is an activator of Nrf2.

TBHQ Chemical Structure

TBHQ Chemical Structure

CAS: 1948-33-0

Selleck's TBHQ has been cited by 17 publications

Purity & Quality Control

Batch: Purity: 99.82%
99.82

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Biological Activity

Description Tert-butylhydroquinone (TBHQ) is an antioxidant compound which is used to prevent lipid peroxidation and shows multiple cytoprotective actions. It is an activator of Nrf2.
Targets
Nrf2 [1]
In vitro
In vitro Tert-butylhydroquinone (tBHQ) is a metabolite of the chemical compound butylated hydroxyanisole and induces Nrf2 activation and conveys protection against hydrogen peroxide, 6-hydroxydopamine, the pesticidal deltamethrin, and other toxicants. tBHQ preferentially alters the redox status in the mitochondrial compartment in HeLa cells. HeLa cells treated with tBHQ show a preferential oxidation of mitochondrial thioredoxin-2 (Trx2), while cellular glutathione and cytosolic thioredoxin-1 are not affected[1]. In cultured H9c2 cells and primary cardiac myocytes, TBHQ stimulates Akt phosphorylation and suppresses oxidant-induced apoptosis[2].
Cell Research Cell lines HeLa cells
Concentrations 0-15 μM
Incubation Time 1 h
Method

HeLa cells are grown until confluent and loaded with 100 µM DCF in loading medium (DMEM with 1% FBS) for 30 min. Cells are washed and then treated with tBHQ (0-15 μM in DMSO) for 1 h. DCF fluorescence is followed in a fluorometer at 488-nm excitation and 520-nm emission.

Experimental Result Images Methods Biomarkers Images PMID
Western blot c-Fos / p-JunD / JunD p-JNK / JNK / p-ERK / ERK p-AKT / AKT α-Nrf2 / α-AKR1C1 24830941
Immunofluorescence HO-1 31333462
In Vivo
In vivo TBHQ treatment elicits significant cytoprotective actions in different organs under pathological conditions. Systemic or local intra-cerebroventricular treatment with TBHQ in an ischemic stroke model in rats significantly reduces the infarct size and neurological deficits. Administration of TBHQ in rats suppresses renal damage and oxidative stress after ischemia and reperfusion injury. In mice with type 1 diabetes, chronic treatment with TBHQ significantly reduces the degree of glomerular fibrosis and ameliorates proteinuria. TBHQ treatment prevents left ventricular dilatation and cardiac dysfunction induced by transverse aortic constriction (TAC), and decreases the prevalence of myocardial apoptosis. The beneficial effects of TBHQ are associated with an increase in Akt activation, but not related to activations of Nrf2 or AMP-activated protein kinase. TBHQ-induced Akt activation is accompanied by increased phosphorylation of Bad, glycogen synthase kinase-3β (GSK-3β) and mammalian target of rapamycin (mTOR)[2].
Animal Research Animal Models male C57BL/6 mice
Dosages ratio of 1% (w/w) with the animal food powder
Administration oral

Chemical Information & Solubility

Molecular Weight 166.22 Formula

C10H14O2

CAS No. 1948-33-0 SDF --
Smiles CC(C)(C)C1=C(C=CC(=C1)O)O
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 33 mg/mL ( (198.53 mM); Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Ethanol : 33 mg/mL

Water : 4 mg/mL


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In vivo
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Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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