2997-92-4
Chemical Structure
AAPH
Synonym(s): 2,2'-Azodiisobutyramidine dihydrochloride
- CAS. Nr.: 2997-92-4
- Formula:C8H20Cl2N6
- Molecular Weight:271.19
IUPAC Name: (E)-2,2'-(diazene-1,2-diyl)bis(2-methylpropanimidamide) dihydrochloride
InChIKey: LXEKPEMOWBOYRF-QDBORUFSSA-N
SMILES: CC(/N=N/C(C)(C)C(N)=N)(C)C(N)=N.[H]Cl.[H]Cl
Biological Activity: AAPH (2,2'-Azodiisobutyramidine dihydrochloride) has an effect of radical generation. AAPH induces oxidative stress and erythrocyte hemolysis[1]. AAPH decomposes at 37°C to generate an alkyl radical, is used as an initiator. In the presence of oxygen, these alkyl radicals will be converted to peroxyl radicals that can cause lipid peroxidation and loss of erythrocyte membrane integrity, which could ultimately lead to hemolysis[1][2][3][4].
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AAPH | 98.0% | AAPH (2,2'-Azodiisobutyramidine dihydrochloride) has an effect of radical generation. AAPH induces oxidative stress and erythrocyte hemolysis. AAPH decomposes at 37°C to generate an alkyl radical, is used as an initiator. In the presence of oxygen, these alkyl radicals will be converted to peroxyl radicals that can cause lipid peroxidation and loss of erythrocyte membrane integrity, which could ultimately lead to hemolysis. | ||||||||||||||||||||
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References
- [1]. Sean M. Culbertson, et al. Unsymmetrical Azo Initiators Increase Efficiency of Radical Generation in Aqueous Dispersions, Liposomal Membranes, and Lipoproteins. J. Am. Chem. Soc. 2000, 122, 17, 4032–4038.
- [2]. Liao W, et al. Intracellular antioxidant detoxifying effects of diosmetin on 2,2-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidative stress through inhibition of reactive oxygen species generation. J Agric Food Chem. 2014 Aug 27;62(34):8648-54. [Content Brief]
- [3]. Peyrat-Maillard M N, et al. Antioxidant activity of phenolic compounds in 2, 2′‐azobis (2‐amidinopropane) dihydrochloride (AAPH)‐induced oxidation: Synergistic and antagonistic effects[J]. Journal of the American Oil Chemists' Society, 2003, 80(10): 1007.
- [4]. Hosseinian FS, et al. AAPH-mediated antioxidant reactions of secoisolariciresinol and SDG. Org Biomol Chem. 2007 Feb 21;5(4):644-54. [Content Brief]