Molecular structure of Dihydrolipoic acid, CAS Number: 462-20-4
Dihydrolipoic acid (CAS 462-20-4)
See product citations (5)
Alternate Names:
(±)-Dihydrolipoic acid; (±)-6,8-Dimercaptooctanoic acid; DL-6,8-Thioctic acid, reduced; DHLA
Application:
Dihydrolipoic acid is the reduced form of lipoic acid, increases ROS and NO levels and activates caspase-9 and caspase-3
CAS Number:
462-20-4
Purity:
≥95%
Molecular Weight:
208.34
Molecular Formula:
C8H16O2S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Dihydrolipoic acid is a carboxylic acid containing two thiols groups. It is known that the R enantiomer is biochemically significant. Dihydrolipoic acid is used as a component in hydrophilic nanomaterial preparations. Studies suggest that Dihydrolipoic acid induces apoptosis in mouse embryonic stem cells (Esc-B5) at 50-100muM concentrations. In addition, Dihydrolipoic acid increases reactive oxygen species (ROS), cytoplasmic free calcium and nitric oxide (NO) levels. This also leads to loss in mitochondrial membrane potential and activation of caspase-9 and caspase-3. Due to the amphipathic nature of the molecule it can act as an antioxidant in both hydrophilic and lipophilic environments.
Dihydrolipoic acid (CAS 462-20-4) References
- Activation of choline acetyl transferase by dihydrolipoic acid. | Haugaard, N. and Levin, RM. 2002. Mol Cell Biochem. 229: 103-6. PMID: 11936833
- Dihydrolipoic acid activates oligomycin-sensitive thiol groups and increases ATP synthesis in mitochondria. | Zimmer, G., et al. 1991. Arch Biochem Biophys. 288: 609-13. PMID: 1832845
- Nitric oxide and dihydrolipoic acid modulate the activity of caspase 3 in HepG2 cells. | Sengupta, R., et al. 2009. FEBS Lett. 583: 3525-30. PMID: 19822150
- Redox homeostasis of albumin in relation to alpha-lipoic acid and dihydrolipoic acid. | Atukeren, P., et al. 2010. Oxid Med Cell Longev. 3: 206-13. PMID: 20716945
- Impact of dihydrolipoic acid on mouse embryonic stem cells and related regulatory mechanisms. | Chan, WH., et al. 2013. Environ Toxicol. 28: 87-97. PMID: 21462292
- Dihydrolipoic Acid Inhibits Lysosomal Rupture and NLRP3 Through Lysosome-Associated Membrane Protein-1/Calcium/Calmodulin-Dependent Protein Kinase II/TAK1 Pathways After Subarachnoid Hemorrhage in Rat. | Zhou, K., et al. 2018. Stroke. 49: 175-183. PMID: 29273596
- Inactivation of Aldehyde Dehydrogenase by Disulfiram in the Presence and Absence of Lipoic Acid or Dihydrolipoic Acid: An in Vitro Study. | Bilska-Wilkosz, A., et al. 2019. Biomolecules. 9: PMID: 31426424
- Regulatory effects of dihydrolipoic acid against inorganic mercury-mediated cytotoxicity and intrinsic apoptosis in PC12 cells. | Binte Hossain, KF., et al. 2020. Ecotoxicol Environ Saf. 192: 110238. PMID: 32036095
- Dihydrolipoic acid protects against lipopolysaccharide-induced behavioral deficits and neuroinflammation via regulation of Nrf2/HO-1/NLRP3 signaling in rat. | Bian, H., et al. 2020. J Neuroinflammation. 17: 166. PMID: 32450903
- Dihydrolipoic acid enhances autophagy and alleviates neurological deficits after subarachnoid hemorrhage in rats. | Zhou, K., et al. 2021. Exp Neurol. 342: 113752. PMID: 33974879
- Antioxidant inhibition of thymocyte apoptosis by dihydrolipoic acid. | Bustamante, J., et al. 1995. Free Radic Biol Med. 19: 339-47. PMID: 7557548
- Effect of alpha-lipoic acid and dihydrolipoic acid on ischemia/reperfusion injury of the heart and heart mitochondria. | Schönheit, K., et al. 1995. Biochim Biophys Acta. 1271: 335-42. PMID: 7605800
- Allosteric modulation of the NMDA receptor by dihydrolipoic and lipoic acid in rat cortical neurons in vitro. | Tang, LH. and Aizenman, E. 1993. Neuron. 11: 857-63. PMID: 8240809
- Dihydrolipoic acid prevents hypoxic/reoxygenation and peroxidative damage in rat heart mitochondria. | Scheer, B. and Zimmer, G. 1993. Arch Biochem Biophys. 302: 385-90. PMID: 8387744
- Cardioprotective efficiency of dihydrolipoic acid in working rat hearts during hypoxia and reoxygenation. 31P nuclear magnetic resonance investigations. | Assadnazari, H., et al. 1993. Arzneimittelforschung. 43: 425-32. PMID: 8494572
Activator of:
caspase-3, and caspase-9.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Dihydrolipoic acid, 25 mg | sc-207581 | 25 mg | $36.00 | |||
Dihydrolipoic acid, 50 mg | sc-207581B | 50 mg | $68.00 | |||
Dihydrolipoic acid, 100 mg | sc-207581A | 100 mg | $107.00 | |||
Dihydrolipoic acid, 500 mg | sc-207581C | 500 mg | $383.00 |