AAPH

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].

Product Specifications

CAS Number

[2997-92-4]

Product Name Alternative

2,2'-Azodiisobutyramidine dihydrochloride

UNSPSC

12352211

Hazard Statement

H251, H302, H317, H319, H410

Target

Reactive Oxygen Species (ROS)

Type

Reference compound

Related Pathways

Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB

Applications

COVID-19-immunoregulation

Field of Research

Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/aaph.html

Purity

98.0

Solubility

H2O : 100 mg/mL (ultrasonic)

Smiles

CC(/N=N/C(C)(C)C(N)=N)(C)C(N)=N.[H]Cl.[H]Cl

Molecular Formula

C8H20Cl2N6

Molecular Weight

271.19

Precautions

H251, H302, H317, H319, H410

References & Citations

[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.|[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.