One-electron oxidation of ergothioneine and analogues investigated by pulse radiolysis: redox reaction involving ergothioneine and vitamin C.

2.50
Hdl Handle:
http://hdl.handle.net/10541/95882
Title:
One-electron oxidation of ergothioneine and analogues investigated by pulse radiolysis: redox reaction involving ergothioneine and vitamin C.
Authors:
Asmus, K D; Bensasson, R V; Bernier, J L; Houssin, R; Land, Edward J
Abstract:
Redox reactions of endogenous and exogenous sulphur-containing compounds are involved in protection against oxidative damage arising from the incidence and/or treatment of many diseases, including cancer. We have investigated, via pulse radiolysis, the one-electron oxidation of ergothioneine, a molecule with antioxidant properties which is detected at millimolar concentrations in certain tissues and fluids subject to oxidative stress, including erythrocytes and plasma. The spectrum of the transient species, assigned to the product of one-electron oxidation, observed after reaction of ergothioneine with the oxidizing radicals OH., N3. and CCl3O2. has a maximum absorption at 520 nm and is very similar to that obtained by oxidation of analogous molecules such as 2-mercaptoimidazole, 1-methyl-2-mercaptoimidazole, S-methyl- and S,N-dimethyl-ergothioneine. In the presence of vitamin C, the oxidized form of ergothioneine is repaired by a rapid reduction (k = 6.3 x 10(8) M(-1).s(-1)) producing ascorbyl radicals. This co-operative interaction between ergothionine and ascorbate, similar to that previously observed between vitamin E and ascorbate, may contribute to essential biological redox protection.
Affiliation:
Radiation Laboratory, University of Notre Dame, IN 46556, USA.
Citation:
One-electron oxidation of ergothioneine and analogues investigated by pulse radiolysis: redox reaction involving ergothioneine and vitamin C. 1996, 315 ( Pt 2):625-9 Biochem. J.
Journal:
The Biochemical Journal
Issue Date:
15-Apr-1996
URI:
http://hdl.handle.net/10541/95882
PubMed ID:
8615839
Type:
Article
Language:
en
ISSN:
0264-6021
Appears in Collections:
All Paterson Institute for Cancer Research

Full metadata record

DC FieldValue Language
dc.contributor.authorAsmus, K Den
dc.contributor.authorBensasson, R Ven
dc.contributor.authorBernier, J Len
dc.contributor.authorHoussin, Ren
dc.contributor.authorLand, Edward Jen
dc.date.accessioned2010-04-07T13:42:38Z-
dc.date.available2010-04-07T13:42:38Z-
dc.date.issued1996-04-15-
dc.identifier.citationOne-electron oxidation of ergothioneine and analogues investigated by pulse radiolysis: redox reaction involving ergothioneine and vitamin C. 1996, 315 ( Pt 2):625-9 Biochem. J.en
dc.identifier.issn0264-6021-
dc.identifier.pmid8615839-
dc.identifier.urihttp://hdl.handle.net/10541/95882-
dc.description.abstractRedox reactions of endogenous and exogenous sulphur-containing compounds are involved in protection against oxidative damage arising from the incidence and/or treatment of many diseases, including cancer. We have investigated, via pulse radiolysis, the one-electron oxidation of ergothioneine, a molecule with antioxidant properties which is detected at millimolar concentrations in certain tissues and fluids subject to oxidative stress, including erythrocytes and plasma. The spectrum of the transient species, assigned to the product of one-electron oxidation, observed after reaction of ergothioneine with the oxidizing radicals OH., N3. and CCl3O2. has a maximum absorption at 520 nm and is very similar to that obtained by oxidation of analogous molecules such as 2-mercaptoimidazole, 1-methyl-2-mercaptoimidazole, S-methyl- and S,N-dimethyl-ergothioneine. In the presence of vitamin C, the oxidized form of ergothioneine is repaired by a rapid reduction (k = 6.3 x 10(8) M(-1).s(-1)) producing ascorbyl radicals. This co-operative interaction between ergothionine and ascorbate, similar to that previously observed between vitamin E and ascorbate, may contribute to essential biological redox protection.en
dc.language.isoenen
dc.subject.meshAntioxidants-
dc.subject.meshAscorbic Acid-
dc.subject.meshAzides-
dc.subject.meshCarbon Tetrachloride-
dc.subject.meshDehydroascorbic Acid-
dc.subject.meshElectrons-
dc.subject.meshErgothioneine-
dc.subject.meshFree Radicals-
dc.subject.meshHumans-
dc.subject.meshHydroxyl Radical-
dc.subject.meshKinetics-
dc.subject.meshMolecular Structure-
dc.subject.meshOxidation-Reduction-
dc.subject.meshOxidative Stress-
dc.subject.meshPulse Radiolysis-
dc.titleOne-electron oxidation of ergothioneine and analogues investigated by pulse radiolysis: redox reaction involving ergothioneine and vitamin C.en
dc.typeArticleen
dc.contributor.departmentRadiation Laboratory, University of Notre Dame, IN 46556, USA.en
dc.identifier.journalThe Biochemical Journalen

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