Direct detection of superoxide anion generated in C60-photosensitized oxidationof NADH and an analogue by molecular oxygen

Ikuo Nakanishi; Kei Ohkubo; Shunsuke Fujita; Shunichi Fukuzumi; Toshifumi Konishi; Mamoru Fujitsuka; Osamu Ito; Naoki Miyata

doi:10.1039/b206887g

Direct detection of superoxide anion generated in C₆₀-photosensitized oxidationof NADH and an analogue by molecular oxygen

Ikuo Nakanishi, Kei Ohkubo, Shunsuke Fujita, Shunichi Fukuzumi, Toshifumi Konishi, Mamoru Fujitsuka, Osamu Ito, Naoki Miyata

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

Visible-light irradiation of poly(vinylpyrrolidone) (PVP)-solubilized C₆₀ in water in the presence of NADH (dihydronicotinamide adenine dinucleotide) and molecular oxygen (O₂) results in formation of superoxide anion (O₂˙−). Formation of O₂˙− having a characteristic g_| value of 2.18 was evidencedby the direct observation with use of a low-temperature EPR technique at 77 K. Photoinduced O₂˙− formation was also observed for an N-methyl-2-pyrrolidone (NMP) solution of C₆₀ and 1-benzyl-1,4-dihydronicotinamide (BNAH) in the presence of O₂, whereas C₆₀ radical anion(C₆₀˙−) was formed in the absence of O₂ under otherwise the same experimental conditions. These results suggest that C₆₀²⁻ formed in the photoinduced electron-transfer reduction of C₆₀ by BNAH acts as an electron donor to O₂ to give O₂˙− in NMP.

Original language	English
Pages (from-to)	1829-1833
Number of pages	5
Journal	Journal of the Chemical Society. Perkin Transactions 2
Volume	2
Issue number	11
DOIs	https://doi.org/10.1039/b206887g
State	Published - 31 Oct 2002

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@article{84063094825346ee8c914dc7a747b6c4,

title = "Direct detection of superoxide anion generated in C60-photosensitized oxidationof NADH and an analogue by molecular oxygen",

abstract = "Visible-light irradiation of poly(vinylpyrrolidone) (PVP)-solubilized C60 in water in the presence of NADH (dihydronicotinamide adenine dinucleotide) and molecular oxygen (O2) results in formation of superoxide anion (O2˙−). Formation of O2˙− having a characteristic g| value of 2.18 was evidencedby the direct observation with use of a low-temperature EPR technique at 77 K. Photoinduced O2˙− formation was also observed for an N-methyl-2-pyrrolidone (NMP) solution of C60 and 1-benzyl-1,4-dihydronicotinamide (BNAH) in the presence of O2, whereas C60 radical anion(C60˙−) was formed in the absence of O2 under otherwise the same experimental conditions. These results suggest that C602− formed in the photoinduced electron-transfer reduction of C60 by BNAH acts as an electron donor to O2 to give O2˙− in NMP.",

author = "Ikuo Nakanishi and Kei Ohkubo and Shunsuke Fujita and Shunichi Fukuzumi and Toshifumi Konishi and Mamoru Fujitsuka and Osamu Ito and Naoki Miyata",

year = "2002",

month = oct,

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doi = "10.1039/b206887g",

language = "English",

volume = "2",

pages = "1829--1833",

journal = "Journal of the Chemical Society. Perkin Transactions 2",

issn = "0300-9580",

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TY - JOUR

T1 - Direct detection of superoxide anion generated in C60-photosensitized oxidationof NADH and an analogue by molecular oxygen

AU - Nakanishi, Ikuo

AU - Ohkubo, Kei

AU - Fujita, Shunsuke

AU - Fukuzumi, Shunichi

AU - Konishi, Toshifumi

AU - Fujitsuka, Mamoru

AU - Ito, Osamu

AU - Miyata, Naoki

PY - 2002/10/31

Y1 - 2002/10/31

N2 - Visible-light irradiation of poly(vinylpyrrolidone) (PVP)-solubilized C60 in water in the presence of NADH (dihydronicotinamide adenine dinucleotide) and molecular oxygen (O2) results in formation of superoxide anion (O2˙−). Formation of O2˙− having a characteristic g| value of 2.18 was evidencedby the direct observation with use of a low-temperature EPR technique at 77 K. Photoinduced O2˙− formation was also observed for an N-methyl-2-pyrrolidone (NMP) solution of C60 and 1-benzyl-1,4-dihydronicotinamide (BNAH) in the presence of O2, whereas C60 radical anion(C60˙−) was formed in the absence of O2 under otherwise the same experimental conditions. These results suggest that C602− formed in the photoinduced electron-transfer reduction of C60 by BNAH acts as an electron donor to O2 to give O2˙− in NMP.

AB - Visible-light irradiation of poly(vinylpyrrolidone) (PVP)-solubilized C60 in water in the presence of NADH (dihydronicotinamide adenine dinucleotide) and molecular oxygen (O2) results in formation of superoxide anion (O2˙−). Formation of O2˙− having a characteristic g| value of 2.18 was evidencedby the direct observation with use of a low-temperature EPR technique at 77 K. Photoinduced O2˙− formation was also observed for an N-methyl-2-pyrrolidone (NMP) solution of C60 and 1-benzyl-1,4-dihydronicotinamide (BNAH) in the presence of O2, whereas C60 radical anion(C60˙−) was formed in the absence of O2 under otherwise the same experimental conditions. These results suggest that C602− formed in the photoinduced electron-transfer reduction of C60 by BNAH acts as an electron donor to O2 to give O2˙− in NMP.

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U2 - 10.1039/b206887g

DO - 10.1039/b206887g

M3 - Article

AN - SCOPUS:0036026903

SN - 0300-9580

VL - 2

SP - 1829

EP - 1833

JO - Journal of the Chemical Society. Perkin Transactions 2

JF - Journal of the Chemical Society. Perkin Transactions 2

IS - 11

ER -

Direct detection of superoxide anion generated in C60-photosensitized oxidationof NADH and an analogue by molecular oxygen

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Direct detection of superoxide anion generated in C₆₀-photosensitized oxidationof NADH and an analogue by molecular oxygen