ESR and Spin-Trapping Study of Room-Temperature Radicals in γ-Irradiated Polycrystalline Pyrimidine Nucleotides

Zhang, Zhiyi; Kuwabara, Mikinori; Yoshii, Giichi

doi:10.2307/3575979

Cited by 13 publications

(4 citation statements)

References 31 publications

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“…a C1' radical formed by H-abstraction from a C1' position, with a p nitrogen from the pyrimidine ring (Structure VIII). A similar MNP adduct has been observed from y-irradiated 2'-deoxycytidine (Zhang et al, 1983).…”

Section: Nhi Tbu Dasupporting

confidence: 73%

MENADIONE SENSITIZED PHOTOOXIDATION OF NUCLEIC ACID and PROTEIN CONSTITUENTS. AN ESR and SPIN‐TRAPPING STUDY

Krishna

Decarroz²,

Wagner³

et al. 1987

Photochem & Photobiology

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The menadione photosensitized reactions of nucleic acid and protein constituents were studied by ESR and spin trapping. Thymine, thymidine, cytosine, 2′‐deoxycytidine,5′‐dCMP, uracil and several N‐acetyl amino acids and dipeptides were investigated. Photolysis at 335 nm was carried out in air‐saturated or Ar saturated DMSO : H2O (1 : 1, vol/vol) containing 10 3M menadione and 10‐2M 2‐methyl‐2‐nitrosopropane as the spin trap. The observed spin adducts were explained in terms of electron transfer from the substrate to the excited triplet state of menadione to form the radical cation of the substrate and the anion radical of menadione which was also detected by ESR.

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Section: Nhi Tbu Dasupporting

confidence: 73%

MENADIONE SENSITIZED PHOTOOXIDATION OF NUCLEIC ACID and PROTEIN CONSTITUENTS. AN ESR and SPIN‐TRAPPING STUDY

Krishna

Decarroz²,

Wagner³

et al. 1987

Photochem & Photobiology

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“…[6] Shaw and Cadet reported the formation of 5',6-cyclo-5,6-dihydro-2'-deoxyuridine when 2'-deoxycytidine was irradiated with 'y-rays in the frozen state (25). Although the present study was carried out in the aqueous state, both direct and indirect effects of irradiation on DNA constituents have been known to produce the C5' radical (9,11,12,14,15,26).…”

Section: Discussionmentioning

confidence: 90%

Free-radical reactions induced by OH-radical attack on cytosine-related compounds: a study by a method combining ESR, spin trapping and HPLC

Hiraoka

Kuwabara²,

Sato³

et al. 1990

Nucl Acids Res

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Free-radical reactions induced by OH-radical attack on cytosine-related compounds were investigated by a method combining ESR, spin trapping with 2-methyl-2-nitrosopropane and high-performance liquid chromatography (HPLC). Cytidine, 2'-deoxycytidine, cytidine 3'-monophosphate, cytidine 5'-monophosphate, 2'-deoxycytidine 5'-monophosphate and their derivatives, of which 5,6-protons at the base moiety were replaced by deuterons, and polycytidylic acid (poly(C] were employed as samples. OH radicals were generated by X-irradiating an N2O-saturated aqueous solution. Five spin adducts were separated by HPLC. Examination of them by ESR spectroscopy and UV photospectrometry showed that spin adducts assigned to C5 and C6 radicals due to OH addition to the 5,6 double-bond, a deaminated form of the spin adduct derived from a C5 radical due to the cyclization reaction between C5' of the sugar and C6 of the base, and a spin adduct assigned to the C4' radical due to H abstraction by OH radicals were produced. From these results the sites of OH-radical attack and the subsequent radical reactions in cytosine-related compounds were clarified.

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“…1981 c) . 1982) and from direct y-radiolysis in solid pyrimidine nucleotides (Zhang et al . The usual spin-trapping technique was, therefore, extended to frozen solutions as described in the experimental section .…”

Section: Resultsmentioning

confidence: 99%

“…In order to understand free radical processes at the sugar moiety caused by y-irradiation in the solid state and OH radical reactions in aqueous systems the spin-trapping method combined with e .s .r . 1981a, 1982, Zhang et al . 1981a, 1982, Zhang et al .…”

Section: Introductionmentioning

confidence: 99%

Reactions of the Hydrated Electron with Pyrimidine Nucleosides Halogenated at the Sugar Moiety: E.S.R. and Spin-trapping with 2-methyl-2-nitrosopropane

Kuwabara

Yoshii

Itoh

1983

International Journal of Radiation Biology and Related Studies

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Free radicals produced by the reactions of hydrated electrons with pyrimidine nucleosides halogenated at the sugar moiety (2'-chloro-2'-deoxyuridine and 2'-chlorothymidine) were studied by e.s.r. and spin-trapping. 2-Methyl-2-nitrosopropane was used as the spin-trap. The usual spin-trapping technique was extended to frozen and deoxygenated systems to avoid contamination of the trapped radicals with side-products by spin-trapping 2-methyl-2-nitrosopropane itself. When this method was applied to 2'-chloro-2'-deoxyuridine, a free radical at the C-2' position of the sugar moiety was spin-trapped together with a free radical at the C-5 position of the base moiety. This indicates that hydrated electrons both add to the base moiety and eliminate halogen anions from the halogenated sugar moiety. In the case of 2'-chlorothymidine, however, only a free radical attributed to H-addition at the C-6 position of the thymine base was observed. No radicals produced by the reaction of hydrated electrons with the halogenated sugar could be spin-trapped.

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ESR and Spin-Trapping Study of Room-Temperature Radicals in γ-Irradiated Polycrystalline Pyrimidine Nucleotides

Cited by 13 publications

References 31 publications

MENADIONE SENSITIZED PHOTOOXIDATION OF NUCLEIC ACID and PROTEIN CONSTITUENTS. AN ESR and SPIN‐TRAPPING STUDY

MENADIONE SENSITIZED PHOTOOXIDATION OF NUCLEIC ACID and PROTEIN CONSTITUENTS. AN ESR and SPIN‐TRAPPING STUDY

Free-radical reactions induced by OH-radical attack on cytosine-related compounds: a study by a method combining ESR, spin trapping and HPLC

Reactions of the Hydrated Electron with Pyrimidine Nucleosides Halogenated at the Sugar Moiety: E.S.R. and Spin-trapping with 2-methyl-2-nitrosopropane

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