Dihydrolipoic acid The reduced form of lipoic acid, increases ROS and NO levels and activates caspase-9 and caspase-3

Dihydrolipoic acid (CAS 462-20-4)

Dihydrolipoic acid | CAS 462-20-4 is rated 5.0 out of 5 by 1.
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Synonym: (±)-Dihydrolipoic acid; (±)-6,8-Dimercaptooctanoic acid; DL-6,8-Thioctic acid, reduced; DHLA
Application: 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
* Refer to Certificate of Analysis for lot specific data (including water content).
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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 50-100μM 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.


References

1. Sengupta, R., et al. 2009. FEBS Lett. 583: 3525-3530. PMID: 19822150
2. Atukeren, P., et al. 2010. Oxid Med Cell Longev. 3: 206-213. PMID: 20716945
3. Chan, W.H., et al. 2011. Environ Toxicol. [Epub ahead of print]. PMID: 21462292

Physical State :
Liquid
Storage :
Store at room temperature
Melting Point :
98.06° C (Predicted)
Boiling Point :
~360.8° C at 760 mmHg (Predicted)
Density :
~1.1 g/mL (Predicted)
Refractive Index :
n20D 1.53 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
RH0525000
PubChem CID :
421
MDL Number :
MFCD00166974
Beilstein Registry :
1722777
SMILES :
C(CCC(=O)O)CC(CCS)S

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Certificate of Analysis

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Dihydrolipoic acid  Product Citations

See how others have used Dihydrolipoic acid. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 24688053  Tang, Y. et al. 2014. Mol. Cancer Ther. 13: 1526-36.

PMID: # 25123250  Tsou, PS. et al. 2014. Arthritis Res. Ther. 16: 411.

PMID: # 23698001  Yadav, PK. et al. 2013. J. Biol. Chem. 288: 20002-13.

Citations 1 to 3 of 3 total

What is the solubility of this product?

Asked by: hawkeye11
Thank you for your question. This chemical is soluble up to 500mM in DMSO. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2016-12-20
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