A cyclic disulfide antioxidant
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(R)-α-Lipoic Acid

Item No. 27299

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R)-1,2-dithiolane-3-pentanoic acid
CAS Number
1200-22-2
Synonyms
  • (R)-(+)-Lipoic Acid
Molecular Formula
C8H14O2S2
Formula Weight
206.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:8): 0.25 mg/ml
λmax
331 nm
SMILES
O=C(CCCC[C@H]1SSCC1)O
InChi Code
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1
InChi Key
AGBQKNBQESQNJD-SSDOTTSWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $95

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    10 g

    $153

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    25 g

    $294

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    Product Description

    (R)-α-Lipoic acid is the naturally occurring enantiomer of lipoic acid, a cyclic disulfide antioxidant.1 It acts as a cofactor in 2-oxo dehydrogenase complex reactions, where it is reduced to dihydrolipoic acid (DHLA; Item No. 16372). (R)-α-Lipoic acid (100 mg/kg per day) decreases serum levels of malondialdehyde (MDA) and increases the activity of superoxide dismutase (SOD) and total antioxidative capabilities (T-AOC) in a mouse model of accelerated senescence induced by D-galactose (Item No. 20890).2 It also reduces the escape latency in the Morris water maze compared to both D-galactose and vehicle control groups and rescues decreases in neural progenitor cell proliferation in the hippocampal dentate gyrus.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Biewenga, G.P., Haenen, G.R.M.M., and Bast, A. The pharmacology of the antioxidant lipoic acid. Gen. Pharmacol. 29(3), 315-331 (1997).

    2. Cui, X., Zuo, P., Zhang, Q., et al. Chronic systemic D-galactose exposure induces memory loss, neurodegeneration, and oxidative damage in mice: Protective effects of R-α-lipoic acid. J. Neurosci. Res. 84(3), 647-654 (2006).