Respiratory chain inhibition by fullerene derivatives: Hydrogen peroxide production caused by fullerene derivatives and a respiratory chain system

Tadahiko Mashino, Noriko Usui, Kensuke Okuda, Takashi Hirota, Masataka Mochizuki

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

Fullerene is a new type of carbon allotrope. We have shown that the fullerene derivative C60-bis(N,N-dimethylpyrrolidinium iodide), a regio isomer mixture, inhibited Escherichia coli growth and dioxygen uptake caused by E. coli and glucose. This result indicates that the mechanism of the bacteriostatic effect is the inhibition of energy metabolism. In this study, we isolated two regio isomers of C60-bis(N,N-dimethylpyrrolidinium iodide) and studied their effect on E. coli growth and on respiratory chain activity. In dioxygen uptake caused by the inner-membrane and NADH, the effect of fullerene derivatives was biphasic. At low concentrations of both fullerene derivatives, dioxygen uptake was inhibited, whereas at high concentrations, it was increased. At high concentrations, consumed dioxygen was converted to H2O2. An electrochemical study revealed that reduced fullerene derivatives react with dioxygen. This activity was closely related to a redox property of the isomers.

Original languageEnglish
Pages (from-to)1433-1438
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume11
Issue number7
DOIs
Publication statusPublished - 2003 Apr

Fingerprint

Fullerenes
Electron Transport
Respiratory System
Hydrogen Peroxide
Oxygen
Derivatives
Isomers
Escherichia coli
Iodides
Growth
NAD
Energy Metabolism
Oxidation-Reduction
Carbon
Membranes
Glucose

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Respiratory chain inhibition by fullerene derivatives : Hydrogen peroxide production caused by fullerene derivatives and a respiratory chain system. / Mashino, Tadahiko; Usui, Noriko; Okuda, Kensuke; Hirota, Takashi; Mochizuki, Masataka.

In: Bioorganic and Medicinal Chemistry, Vol. 11, No. 7, 04.2003, p. 1433-1438.

Research output: Contribution to journalArticle

@article{2703e9b3e7654a7eb2457e7c8ff52d65,
title = "Respiratory chain inhibition by fullerene derivatives: Hydrogen peroxide production caused by fullerene derivatives and a respiratory chain system",
abstract = "Fullerene is a new type of carbon allotrope. We have shown that the fullerene derivative C60-bis(N,N-dimethylpyrrolidinium iodide), a regio isomer mixture, inhibited Escherichia coli growth and dioxygen uptake caused by E. coli and glucose. This result indicates that the mechanism of the bacteriostatic effect is the inhibition of energy metabolism. In this study, we isolated two regio isomers of C60-bis(N,N-dimethylpyrrolidinium iodide) and studied their effect on E. coli growth and on respiratory chain activity. In dioxygen uptake caused by the inner-membrane and NADH, the effect of fullerene derivatives was biphasic. At low concentrations of both fullerene derivatives, dioxygen uptake was inhibited, whereas at high concentrations, it was increased. At high concentrations, consumed dioxygen was converted to H2O2. An electrochemical study revealed that reduced fullerene derivatives react with dioxygen. This activity was closely related to a redox property of the isomers.",
author = "Tadahiko Mashino and Noriko Usui and Kensuke Okuda and Takashi Hirota and Masataka Mochizuki",
year = "2003",
month = "4",
doi = "10.1016/S0968-0896(02)00610-7",
language = "English",
volume = "11",
pages = "1433--1438",
journal = "Bioorganic and Medicinal Chemistry",
issn = "0968-0896",
publisher = "Elsevier Limited",
number = "7",

}

TY - JOUR

T1 - Respiratory chain inhibition by fullerene derivatives

T2 - Hydrogen peroxide production caused by fullerene derivatives and a respiratory chain system

AU - Mashino, Tadahiko

AU - Usui, Noriko

AU - Okuda, Kensuke

AU - Hirota, Takashi

AU - Mochizuki, Masataka

PY - 2003/4

Y1 - 2003/4

N2 - Fullerene is a new type of carbon allotrope. We have shown that the fullerene derivative C60-bis(N,N-dimethylpyrrolidinium iodide), a regio isomer mixture, inhibited Escherichia coli growth and dioxygen uptake caused by E. coli and glucose. This result indicates that the mechanism of the bacteriostatic effect is the inhibition of energy metabolism. In this study, we isolated two regio isomers of C60-bis(N,N-dimethylpyrrolidinium iodide) and studied their effect on E. coli growth and on respiratory chain activity. In dioxygen uptake caused by the inner-membrane and NADH, the effect of fullerene derivatives was biphasic. At low concentrations of both fullerene derivatives, dioxygen uptake was inhibited, whereas at high concentrations, it was increased. At high concentrations, consumed dioxygen was converted to H2O2. An electrochemical study revealed that reduced fullerene derivatives react with dioxygen. This activity was closely related to a redox property of the isomers.

AB - Fullerene is a new type of carbon allotrope. We have shown that the fullerene derivative C60-bis(N,N-dimethylpyrrolidinium iodide), a regio isomer mixture, inhibited Escherichia coli growth and dioxygen uptake caused by E. coli and glucose. This result indicates that the mechanism of the bacteriostatic effect is the inhibition of energy metabolism. In this study, we isolated two regio isomers of C60-bis(N,N-dimethylpyrrolidinium iodide) and studied their effect on E. coli growth and on respiratory chain activity. In dioxygen uptake caused by the inner-membrane and NADH, the effect of fullerene derivatives was biphasic. At low concentrations of both fullerene derivatives, dioxygen uptake was inhibited, whereas at high concentrations, it was increased. At high concentrations, consumed dioxygen was converted to H2O2. An electrochemical study revealed that reduced fullerene derivatives react with dioxygen. This activity was closely related to a redox property of the isomers.

UR - http://www.scopus.com/inward/record.url?scp=0037375638&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037375638&partnerID=8YFLogxK

U2 - 10.1016/S0968-0896(02)00610-7

DO - 10.1016/S0968-0896(02)00610-7

M3 - Article

C2 - 12628669

AN - SCOPUS:0037375638

VL - 11

SP - 1433

EP - 1438

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

SN - 0968-0896

IS - 7

ER -