Tetrahydroxyquinone


Catalog No. Size PriceQuantity
M12647-2 2mg solid $80
M12647-10 10mg solid $240

Description

Tetrahydroxyquinone (Tetrahydroxy-1, 4-benzoquinone), a primitive anticataract agent, is a redox active benzoquinone. Tetrahydroxyquinone can take part in a redox cycle with semiquinone radicals, leading to the formation of reactive oxygen species (ROS).

Product information

CAS Number: 319-89-1

Molecular Weight: 172.09

Formula: C6H4O6

Synonym:

Tetrahydroxy-1,4-benzoquinone

Tetrahydroxybenzoquinone

Chemical Name: tetrahydroxycyclohexa-2, 5-diene-1, 4-dione

Smiles: OC1C(=O)C(O)=C(O)C(=O)C=1O

InChiKey: DGQOCLATAPFASR-UHFFFAOYSA-N

InChi: InChI=1S/C6H4O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h7-8,11-12H

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 100 mg/mL (581.09 mM; Need ultrasonic) H2O : 1 mg/mL (5.81 mM; ultrasonic and warming and heat to 80°C)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Tetrahydroxyquinone (100-500 μM; 24 hours; HL60 cells) treatment shows cytotoxic for HL60 leukaemia cells by total protein content (IC50 of 20 µM), phosphatase activity (IC50 of 40 µM), or by MTT assay (IC50 of 45 µM). Tetrahydroxyquinone is an efficient inducer of ROS production in HL60 leukaemia cells. Tetrahydroxyquinone efficiently activates caspase 3 in concentration in excess of 25 µM, stimulates DNA fragmentation at the same concentration and provoke phosphatidylserine exposure. Tetrahydroxyquinone induces the release of cytochrome c from the mitochondria at concentration as low as 25 µM. Tetrahydroxyquinone treatment also causes increase of phosphorylation of Ser473 in protein kinase B (the Bad kinase for Ser112).

References:

  1. Alexandre D Martins Cavagis, et al. Tetrahydroxyquinone induces apoptosis of leukemia cells through diminished survival signaling. Exp Hematol. 2006 Feb;34(2):188-96.

Products are for research use only. Not for human use.

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