Free-radical intermediates in the reaction of the hydroxyl radical with amino acids

Taniguchi, Hitoshi; Fukui, Katsuji; Ohnishi, Shun‐ichi; Hatano, Hiroyuki; Hasegawa, Hideo; Maruyama, Tetsuo

doi:10.1021/j100852a012

Cited by 94 publications

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“…( 10) and ( 11) ] is only one of several reaction schemes possible for the abstraction of hydrogen from any of the reaction products. Taniguchi et al" have demonstrated hydrogen abstraction by hydroxyl radicals using electron spin resonance measurements of carboxylic acids and amines.…”

Section: Concentration Of Termination Productsmentioning

confidence: 99%

“…The formation of the unsaturated compound was not specified by Okuba and Mori and eq. (11) may be one of many possible reactions. The formation of an alcohol may also occur in preference to the unsaturated compound of eq.…”

Section: Concentration Of Termination Productsmentioning

confidence: 99%

“…The formation of an alcohol may also occur in preference to the unsaturated compound of eq. (11). An additional pathway for the formation of an intense UV absorbing compound is through creation of a carbonyl group.…”

Section: Concentration Of Termination Productsmentioning

confidence: 99%

“…This would indicate that hydrogen abstraction [ e.g., eqs. ( 10 ) - ( 11 ) ] is occurring when there are more sulfate radicals produced than can react with monomer. Abstraction may be occurring throughout the reaction and could possibly be the mechanism whereby formation of the unsaturated compounds occurs.…”

Section: Dmentioning

confidence: 99%

“…The small concentration of unsaturated MISO; formed in the above scenario could simply be from hydrogen abstraction of the MISO; product by sulfate radicals as shown in eqs. (10) - ( 11) and termination by the disproportionation route could be postulated to be very unfavorable.…”

mentioning

confidence: 99%

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Characterization of water‐soluble oligomers formed during the emulsion polymerization of styrene by means of isotachophoresis

Morrison

Maxwell

Napper

et al. 1993

J. Polym. Sci. A Polym. Chem.

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SYNOPSISThe concentrations and probable nature of charged oligomers formed by aqueous-phase termination in the persulfate-initiated emulsion polymerization of styrene were measured by isotachophoresis. Isotachophoresis has some advantages over other techniques (e.g., GPC, UV spectroscopy) in that it separates species according to their molecular weight, geometry, and charge. The charged water-soluble oligomeric species were detected in experiments in which particles were nucleated in a surfactant-free environment. Identification of the moieties present was made by comparison with model compounds. Evidence was found for bimolecular combination as a major mechanism of termination in the aqueous phase, although the possibility of disproportionation could not be ruled out. The species formed in the aqueous phase under saturated monomer conditions were found to be subject to further reaction towards the end of polymerization. The surface adsorption characteristics of the compounds formed were compared with those of known surfactants and showed good agreement with the assumptions in the model of Maxwell et al.

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Section: Concentration Of Termination Productsmentioning

confidence: 99%

Section: Concentration Of Termination Productsmentioning

confidence: 99%

Section: Concentration Of Termination Productsmentioning

confidence: 99%

Section: Dmentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations

Characterization of water‐soluble oligomers formed during the emulsion polymerization of styrene by means of isotachophoresis

Morrison

Maxwell

Napper

et al. 1993

J. Polym. Sci. A Polym. Chem.

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The Application of Radiation Chemistry to Mechanistic Studies in Organic Chemistry

Fendler¹,

Fendler²

1970

Progress in Physical Organic Chemistry

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Oxidative Damage to Proteins

Davies

2012

Encyclopedia of Radicals in Chemistry, Biology and Materials

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Proteins are a major target for biological oxidants as a result of their abundance and high rate constants for reaction with many species. Protein damage is therefore a major consequence of oxidant formation both external to and within cells. Reaction can occur with both the side chains and backbone, with the extent of attack at particular sites dependent on multiple factors. In some cases, damage is limited to specific residues, whereas with other species (e.g., hydroxyl radicals), damage is widespread and nonspecific. These pathways, and the resulting products, are reviewed here. The latter include reactive hydroperoxides, which can induce further oxidation and chain reactions (both within proteins and to other molecules) and stable products that can be employed as biomarkers for protein oxidation in vitro and in vivo . The product profile can yield data on the oxidants involved. As most protein damage is nonrepairable, oxidation can have deleterious effects, including loss (or sometimes gain) of function (e.g., enzymatic, structural, or signaling), fragmentation, aggregation, unfolding, altered interactions with other proteins, and modified turnover. The major fate of oxidized proteins is catabolism by proteasomal and lysosomal pathways, but in some cases, these altered materials are poorly degraded and accumulate within cells; this may contribute to multiple human pathologies.

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Free-radical intermediates in the reaction of the hydroxyl radical with amino acids

Cited by 94 publications

References 0 publications

Characterization of water‐soluble oligomers formed during the emulsion polymerization of styrene by means of isotachophoresis

Characterization of water‐soluble oligomers formed during the emulsion polymerization of styrene by means of isotachophoresis

The Application of Radiation Chemistry to Mechanistic Studies in Organic Chemistry

Oxidative Damage to Proteins

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