Bilirubin as an antioxidant: kinetic studies of the reaction of bilirubin with peroxyl radicals in solution, micelles, and lipid bilayers

Gillian L Hatfield; L Ross C Barclay

doi:10.1021/ol040016k

Bilirubin as an antioxidant: kinetic studies of the reaction of bilirubin with peroxyl radicals in solution, micelles, and lipid bilayers

Org Lett. 2004 May 13;6(10):1539-42. doi: 10.1021/ol040016k.

Authors

Gillian L Hatfield¹, L Ross C Barclay

Affiliation

¹ Department of Chemistry, Mount Allison University, Sackville, New Brunswick E4L 1G8, Canada.

PMID: 15128230
DOI: 10.1021/ol040016k

Abstract

Bilirubin (BR) showed very weak antioxidant activity in a nonpolar medium of styrene or cumene in chlorobenzene. In contrast, BR exhibited strong antioxidant activity in polar media such as aqueous lipid bilayers or SDS micelles/methyl linoleate (pH 7.4), where the rate with peroxyl radicals, k(inh) = 5.0 x 10(4) M(-)(1) s(-)(1), was comparable to that with vitamin E analogues, Trolox, or PMHC. An electron-transfer mechanism accounts for the effect of the medium on the antioxidant properties of BR.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antioxidants / chemistry*
Bilirubin / chemistry*
Kinetics
Lipid Bilayers / chemistry*
Micelles*
Peroxides / chemistry*
Solutions / chemistry

Substances

Antioxidants
Lipid Bilayers
Micelles
Peroxides
Solutions
perhydroxyl radical
Bilirubin