(R)-(+)-1,2-Dithiolane-3-pentanoic acid
(R)-(+)-1,2-Dithiolane-3-pentanoic acid (CAS No.: 1200-22-2) is the naturally occurring enantiomer of α-lipoic acid, an endogenous mitochondrial cofactor with potent antioxidant properties that plays a central role in cellular energy metabolism. Functioning as an essential cofactor for multienzyme complexes such as pyruvate dehydrogenase and α-ketoglutarate dehydrogenase, it participates in oxidative decarboxylation reactions and is reversibly reduced to its active dithiol form, thereby contributing to redox cycling and maintenance of intracellular antioxidant capacity. This compound modulates key pathways associated with oxidative stress, including regulation of reactive oxygen species, enhancement of endogenous antioxidant enzymes such as superoxide dismutase, and support of overall cellular redox homeostasis. Compared to the racemic form, the (R)-enantiomer more closely reflects physiological activity and exhibits superior biological efficacy in many experimental systems. In vitro and cellular studies generally demonstrate activity in the nanomolar to micromolar range, depending on assay conditions and endpoints related to oxidative stress and mitochondrial function. In animal models, it has been shown to reduce lipid peroxidation markers, improve antioxidant defenses, and support neuronal function and proliferation under conditions of induced oxidative damage. Consequently, (R)-(+)-1,2-Dithiolane-3-pentanoic acid is widely used in biomedical research focused on mitochondrial dysfunction, aging, neurodegeneration, and metabolic disorders, with experimental concentrations or dosing regimens varying according to specific study designs and therapeutic hypotheses.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 206.33 |
| Cas No. | 1200-22-2 |
| Formula | C8H14O2S2 |
| Synonyms | (R)-(+)-Lipoic Acid |
| Solubility | insoluble in H2O; ≥46.3 mg/mL in DMSO; ≥52.6 mg/mL in EtOH |
| Chemical Name | (R)-5-(1,2-dithiolan-3-yl)pentanoic acid |
| Canonical SMILES | NC(CC[C@@H](N)C(O)=O)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |







