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Cat. Number
080929562462250
Chemical Name
AN-7
References
Formal Name 3-​(5-​[1,​2]dithiolan-​3yl-​pentanoylamino)-​propyl]-​amide
CAS Number 691410-93-2
Molecular Formula C19H34N2O2S4
Formula Weight 450.7
Formulation A crystalline solid
Purity >98%
λmax 331 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES O=C(CCCCC1SSCC1)​NCCCNC(=O)​CCCCC1SSCC1

Background Reading

Gruzman, A., Hidmi, A., Katzhendler, J., et al. Synthesis and characterization of new and potent α-lipoic acid derivatives. Bioorg Med Chem 12 1183-1190 (2004).

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).

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Description

α-Lipoic acid is a cyclic disulfide antioxidant that interconverts with its reduced dithiol form. It is an essential cofactor for decarboxylation reactions of the citric acid cycle and acts as a general antioxidant.1 AN-7 is a more lipophilic analog of α-lipoic acid with enhanced potency and 1.5-fold increased maximal capacity to stimulate glucose transport into myocytes.2 This identifies the analogs of lipoic acid as potential new treatments for diabetes.

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 Gruzman, A., Hidmi, A., Katzhendler, J., et al. Synthesis and characterization of new and potent α-lipoic acid derivatives. Bioorg Med Chem 12 1183-1190 (2004).

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