3225-30-7Relevant articles and documents
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Michaelis,Wollman
, p. 156,158 (1950)
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One-step versus stepwise mechanism in protonated amino acid-promoted electron-transfer reduction of a quinone by electron donors and two-electron reduction by a dihydronicotinamide adenine dinucleotide analogue. Interplay between electron transfer and hyd
Yuasa, Junpei,Yamada, Shunsuke,Fukuzumi, Shunichi
, p. 5808 - 5820 (2008)
Semiquinone radical anion of 1-(p-tolylsulfinyl)-2,5-benzoquinone (TolSQ?-) forms a strong hydrogen bond with protonated histidine (TolSQ?-/His·2H+), which was successfully detected by electron spin resonance. Strong hydro
Phenolic hydrogen abstraction by the triplet excited state of thiochromanone: A laser flash photolysis study
Ribeiro, Alessandra M.,Bertoti, Ada Ruth,Netto-Ferreira, Jose? Carlos
scheme or table, p. 1071 - 1076 (2010/10/21)
Triplet ketones are known to oxidize biological substrates which can lead to damage of several biomolecules such as amino acids, nucleosides and DNA. As part of our systematic study on the interaction between carbonyl compounds and phenols, the triplet reactivity of thiochromanone (1) towards substituted phenols, in acetonitrile, was investigated employing the laser fash photolysis technique. The quenching rate constants ranged from (1.1 ± 0.1) × 108 L mol-1 s-1 (4-cyanophenol) to (5.8 ± 1.0) × 109 L mol-1 s-1 (hydroquinone). A Hammett plot for the reaction of triplet 1 with phenols containing polar substituents resulted in a reaction constant ρ =-0.90. This negative value observed for the reaction constant ρ is in accord with a mechanism in which the hydrogen transfer from phenols to the triplet carbonyl involves a coupled electron/proton transfer.