An amide derivative of lipoic acid
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Lipoamide

Item No. 35336

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dithiolane-3-pentanamide
CAS Number
940-69-2
Synonyms
  • α-Lipoamide
  • DL-α-Lipoic Acid amide
  • NSC 90787
  • (±)-Thioctic Acid amide
Molecular Formula
C8H15NOS2
Formula Weight
205.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 2 mg/mlEthanol: 1 mg/ml
SMILES
O=C(CCCCC1SSCC1)N
InChi Code
InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChi Key
FCCDDURTIIUXBY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 mg

    $32

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    500 mg

    $57

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    1 g

    $107

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    5 g

    $315

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    Product Description

    Lipoamide is an amide derivative of lipoic acid (Item No. 10005728).1 It is an essential cofactor for enzymes in the citric acid cycle and enzymes involved in the catabolism of glycine and branched-chain amino acids (BCAAs).2 Lipoamide is covalently attached to lysine residues in proteins via lipoylation, a post-translational modification that provides flexibility to enzyme complexes. It reduces hydrogen peroxide- or 6-OHDA-induced cytotoxicity in PC12 cells when used at concentrations of 50 and 100 µM and increases the expression and protein levels of nuclear factor erythroid 2-related factor 2 (Nrf2) targets.1 Lipoamide (100 mg/kg) also reverses mitochondrial dysfunction, increases the number of midbrain dopaminergic neurons, and improves fine motor activity in a rat model of Parkinson’s disease induced by 6-OHDA.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hou, Y., Li, X., Peng, S., et al. Lipoamide ameliorates oxidative stress via induction of Nrf2/ARE signaling pathway in PC12 cells. J. Agric. Food Chem. 67(29), 8227-8234 (2019).

    2. Rowland, E.A., Snowden, C.K., and Cristea, I.M. Protein lipoylation: An evolutionarily conserved metabolic regulator of health and disease. Curr. Opin. Chem. Biol. 42, 76-85 (2018).

    3. Zhou, B., Wen, M., Lin, X., et al. Alpha lipoamide ameliorates motor deficits and mitochondrial dynamics in the Parkinson’s disease model induced by 6-hydroxydopamine. Neurotox. Res. 33(4), 759-767 (2018).