D-α-Tocopherylquinone

D-α-Tocopherylquinone (α-Tocopherylquinone) is a quinone, can be isolated from Phaeodactylum tricornutum. D-α-Tocopherylquinone is an oxidation product of α-Tocopherol (vitamin E) . D-α-Tocopherylquinone can act as an anticoagulant and as an antioxidant. D-α-Tocopherylquinone reduces cellular oxidative damage produced by oxidized lipids. D-α-Tocopherylquinone binds to a liver cytosolic protein with a molecular mass of about 40 kDa. D-α-Tocopherylquinone binds to glurathione-S-transferase (GST) and can be transported to the site of metabolism or excreted in the bile[1][2][3].

Product Specifications

CAS Number

[7559-04-8]

Product Name Alternative

α-Tocopherylquinone

UNSPSC

12352211

Hazard Statement

H302-H315-H319-H335

Target

Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

Cancer-programmed cell death

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/d-α-tocopherylquinone.html

Concentration

10mM

Purity

98.92

Solubility

DMSO : 50 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@@](C)(O)CCC1=C(C(C(C)=C(C)C1=O)=O)C

Molecular Formula

C29H50O3

Molecular Weight

446.71

Precautions

P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

References & Citations

[1]K Shimazaki, et al. Studies on electron transfer systems in the marine diatom Phaeodactylum tricornutum. II. Identification and determination of quinones, cytochromes, and flavins. J Biochem. 1978 Jun;83 (6) :1639-42.|[2]M K Horwitt. Vitamin E: a reexamination. Am J Clin Nutr. 1976 May;29 (5) :569-78.|[3]Arita, M., et al., (1998) . Binding of alpha-tocopherylquinone, an oxidized form of alpha-tocopherol, to glutathione-S-transferase in the liver cytosol. FEBS letters, 436 (3), 424–426.