γ-Lipoic Acid

• CAT Number: R018565
• CAS Number: 462-20-4
• Molecular Formula: C8H16O2S2
• Molecular Weight: 208.334
• Purity: ≥95%
• Synonyms: 6,8-Dimercaptooctanoic Acid; (±)-Dihydro-α-lipoic Acid; (±)-Dihydrolipoic Acid; DL-Dihydro-α-lipoic Acid; Dihydrolipoic Acid; Dihydrothioctic Acid; Reduced Lipoic Acid; Reduced Thioctic Acid; Dihydrothioctic Acid; dl-Dihydrolipoic Acid
• Storage: -20°C
• IUPAC Name: 6,8-bis(sulfanyl)octanoic acid
• InChI: InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)
• InChIKey: IZFHEQBZOYJLPK-UHFFFAOYSA-N
• SMILES: C(CCC(=O)O)CC(CCS)S

Dihydrolipoic acid (DHLA; CAS 462-20-4) is a dithiol-<wbr />containing carboxylic acid that is the reduced form of α-lipoic acid. It acts as a general antioxidant that is highly reactive against a variety of reactive oxygen species, including hydroxyl radicals, peroxynitirite, hydrogen peroxide, and hypochlorite, at concentrations ranging from 0.01-0.5 mM. At concentrations of 50-100 µM, DHLA triggers apoptosis of mouse embryonic stem cells and human cancer cells, suppressing proliferation.

Reference

1.Moini, Hadi, Lester Packer, and Nils-Erik L. Saris. "Antioxidant and prooxidant activities of α-lipoic acid and dihydrolipoic acid." Toxicology and applied pharmacology 182.1 (2002): 84-90.
2.Houng, Wei-Li, et al. "Dihydrolipoic acid induces cytotoxicity in mouse blastocysts through apoptosis processes." International journal of molecular sciences 13.3 (2012): 3988-4002.