Reaction of thiyl radicals with alcohols, ethers and polyunsaturated fatty acids: a possible role of thiyl free radicals in thiol mutagenesis?
- PMID: 2281133
- DOI: 10.1007/BF01210407
Reaction of thiyl radicals with alcohols, ethers and polyunsaturated fatty acids: a possible role of thiyl free radicals in thiol mutagenesis?
Abstract
Possible reactions of thiyl free radicals in biological environment are reviewed. In particular hydrogen transfer processes from model C-H compounds like alcohols and ethers as well as from polyunsaturated fatty acids to thiyl radicals are described to proceed with reasonably high rate constants (10(3)-10(4) and 10(6)-10(7) M-1 s-1, respectively). Thiyl radicals have thus to be considered as potentially hazardous species especially with respect to DNA damage and lipid peroxidation.
Comment in
-
Hand hygiene does work.Lancet Infect Dis. 2012 Nov;12(11):828-9. doi: 10.1016/S1473-3099(12)70235-9. Lancet Infect Dis. 2012. PMID: 23099078 No abstract available.
Similar articles
-
Hand hygiene does work.Lancet Infect Dis. 2012 Nov;12(11):828-9. doi: 10.1016/S1473-3099(12)70235-9. Lancet Infect Dis. 2012. PMID: 23099078 No abstract available.
-
Thiyl radical attack on polyunsaturated fatty acids: a possible route to lipid peroxidation.Biochem Biophys Res Commun. 1989 May 30;161(1):113-20. doi: 10.1016/0006-291x(89)91568-4. Biochem Biophys Res Commun. 1989. PMID: 2567162
-
Oxidation of polyunsaturated fatty acids and lipids through thiyl and sulfonyl radicals: reaction kinetics, and influence of oxygen and structure of thiyl radicals.Arch Biochem Biophys. 1992 Feb 1;292(2):456-67. doi: 10.1016/0003-9861(92)90016-p. Arch Biochem Biophys. 1992. PMID: 1731611
-
Thiyl radicals in biosystems: effects on lipid structures and metabolisms.Cell Mol Life Sci. 2005 Apr;62(7-8):834-47. doi: 10.1007/s00018-005-4475-y. Cell Mol Life Sci. 2005. PMID: 15868408 Review.
-
Thiyl radicals in biological systems: significant or trivial?Biochem Soc Symp. 1995;61:55-63. doi: 10.1042/bss0610055. Biochem Soc Symp. 1995. PMID: 8660403 Review.
Cited by
-
Reversible hydrogen transfer reactions of cysteine thiyl radicals in peptides: the conversion of cysteine into dehydroalanine and alanine, and of alanine into dehydroalanine.J Phys Chem B. 2011 Oct 27;115(42):12287-305. doi: 10.1021/jp2070453. Epub 2011 Sep 30. J Phys Chem B. 2011. PMID: 21895001 Free PMC article.
-
The Reactive Sulfur Species Concept: 15 Years On.Antioxidants (Basel). 2017 May 23;6(2):38. doi: 10.3390/antiox6020038. Antioxidants (Basel). 2017. PMID: 28545257 Free PMC article. Review.
-
Reviewing the Traditional/Modern Uses, Phytochemistry, Essential Oils/Extracts and Pharmacology of Embelia ribes Burm.Antioxidants (Basel). 2022 Jul 13;11(7):1359. doi: 10.3390/antiox11071359. Antioxidants (Basel). 2022. PMID: 35883850 Free PMC article. Review.
-
Polarity-Driven Thiyl Radical-Catalyzed Aerobic Debenzylation of Ethers and Amines.J Org Chem. 2024 Oct 18;89(20):15062-15067. doi: 10.1021/acs.joc.4c01796. Epub 2024 Oct 9. J Org Chem. 2024. PMID: 39380545 Free PMC article.
References
-
- Int J Radiat Biol Relat Stud Phys Chem Med. 1987 Oct;52(4):589-602 - PubMed
-
- Int J Radiat Biol Relat Stud Phys Chem Med. 1987 Jan;51(1):91-102 - PubMed
-
- Biochem Biophys Res Commun. 1982 Jul 16;107(1):279-85 - PubMed
-
- Mutat Res. 1989 Sep;224(1):89-94 - PubMed
-
- Int J Radiat Biol Relat Stud Phys Chem Med. 1982 Jun;41(6):595-602 - PubMed