Item № 82235
CAS № 2997-92-4
Purity ≥98%
1 g $11.00 $0.00
5 g $50.00 $0.00
10 g $88.00 $0.00
25 g $193.00 $0.00

Pricing updated 2016-05-25. Prices are subject to change without notice.

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AAPH is a water-soluble azo compound which is used extensively as a free radical generator, often in the study of lipid peroxidation and the characterization of antioxidants.1,2,3,4 Decomposition of AAPH produces molecular nitrogen and 2 carbon radicals. The carbon radicals may combine to produce stable products or react with molecular oxygen to give peroxyl radicals. The half-life of AAPH is about 175 hours (37°C at neutral pH), making the rate of free radical generation essentially constant during the first several hours in solution.5 While AAPH may be used effectively for lipid peroxidation in aqueous dispersions of fatty acids, other radical generators may be better suited for peroxidation studies in lipid micelles or membranes.6,7

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Technical Information
Formal Name 2,2'-azobis-2-methyl-propanimidamide, dihydrochloride
CAS Number 2997-92-4
Molecular Formula C8H18N6 • 2HCl
Formula Weight 271.2
Purity ≥98%
Formulation A crystalline solid
SMILES N/C(C(C)(C)/N=N/C(C)(C)/C(N)=N\[H])=N/[H].Cl.Cl
InChI Code 1S/C8H18N6.2ClH/c1-7(2,5(9)10)13-14-8(3,4)6(11)12;;/h1-4H3,(H3,9,10)(H3,11,12);2*1H/b14-13+;;

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

1. Noguchi, N., Takahashi, M., Tsuchiya, J., et al. Action of 21-aminosteroid U74006F as an antioxidant against lipid peroxidation. Biochem Pharmacol 55 785-791 (1998).

2. Liu, Z., Yu, W., and Liu, Z. Antioxidative and prooxidative effects of coumarin derivatives on free radical initiated and photosensitized peroxidation of human low-density lipoprotein. Chem Phys Lipids 103 125-135 (1999).

3. Rice-Evans, C., and Miller, N. Total antioxidant status in plasma and body fluids. Methods Enzymol 234(24) 279-293 (1994).

4. Liégeois, C., Lermusieau, G., and Collin, S. Measuring antioxidant efficiency of wort, malt, and hops against the 2,2'-azobis(2-amidinopropane) dihydrochloride-induced oxidation of an aqueous dispersion of linoleic acid. J Agric Food Chem 48 1129-1134 (2000).

5. Niki, E. Free radical initiators as source of water- or lipid-soluble peroxyl radicals. Methods Enzymol 186 100-108 (1990).

6. Yamamoto, Y., Haga, S., Niki, E., et al. Oxidation of lipids. V. Oxidation of methyl linoleate in aqueous dispersion. Bull Chem Soc Jpn 57(5) 1260-1264 (1984).

7. Culbertson, S.M., and Porter, N.A. Unsymmetrical azo initiators increase efficiency of radical generation in aqueous dispersions, liposomal membranes, and lipoproteins. J Am Chem Soc 122 4032-4038 (2000).

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