The glutathione conjugates of tert-butyl hydroquinone as potent redox cycling agents and possible reactive agents underlying the toxicity of butylated hydroxyanisole
article
The glutathione conjugates of tert-butyl hydroquinone, a metabolite of butylated hydroxyanisole (BHA), possess redox potentials which are much higher as compared to the non-conjugated hydroquinone (0.36 V for the hydroquinone and 1.2-1.4 V for the conjugates). As a result, the redox cycling activity of the conjugates, as measured by oxygen consumption in the presence of a reducing agent, is increased tenfold as compared to the non-conjugated hydroquinone. Since evidence for both oxidative damage and the involvement for glutathione in the toxicity of butylated hydroxyanisole is available, this mechanism may be involved in the toxic action of this compound.
Chemicals/CAS: 2-tert-butylhydroquinone, 1948-33-0; 5-(S-glutathionyl)-2-tert-butylhydroquinone, 139035-70-4; 6-(S-glutathionyl)-2-tert-butylhydroquinone, 139035-71-5; Antioxidants; Ascorbic Acid, 50-81-7; Butylated Hydroxyanisole, 25013-16-5; Glutathione, 70-18-8; Hydroquinones
Chemicals/CAS: 2-tert-butylhydroquinone, 1948-33-0; 5-(S-glutathionyl)-2-tert-butylhydroquinone, 139035-70-4; 6-(S-glutathionyl)-2-tert-butylhydroquinone, 139035-71-5; Antioxidants; Ascorbic Acid, 50-81-7; Butylated Hydroxyanisole, 25013-16-5; Glutathione, 70-18-8; Hydroquinones
Topics
TNO Identifier
49536
ISSN
0006291X
Source
Biochemical and Biophysical Research Communications, 189(1), pp. 309-314.
Pages
309-314
Files
To receive the publication files, please send an e-mail request to TNO Repository.