Literature DB >> 11742529

Cytochrome c catalyses the formation of pentyl radical and octanoic acid radical from linoleic acid hydroperoxide.

Hideo Iwahashi1, Koji Nishizaki, Ichiro Takagi.   

Abstract

A reaction of 13-hydroperoxide octadecadienoic acid (13-HPODE) with cytochrome c was analysed using ESR, HPLC-ESR and HPLC-ESR-MS by the combined use of the spin-trapping technique. The ESR, HPLC-ESR and HPLC-ESR-MS analyses showed that cytochrome c catalyses formation of pentyl and octanoic acid radicals from 13-HPODE. On the other hand, only the alpha-(4-pyridyl-1-oxide)-N-t-butylnitrone/octanoic acid radical adduct was detected in the elution profile of HPLC-ESR for a mixture of 13-HPODE with haematin, indicating that haematin catalyses the formation of octanoic acid radical. In addition, the reaction of 13-HPODE with cytochrome c was inhibited by chlorogenic acid, caffeic acid and ferulic acid via two possible mechanisms, i.e. reducing cytochrome c (chlorogenic acid and caffeic acid) and scavenging the radical intermediates (chlorogenic acid, caffeic acid and ferulic acid).

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Year:  2002        PMID: 11742529      PMCID: PMC1222279          DOI: 10.1042/0264-6021:3610057

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  28 in total

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Journal:  Biochem J       Date:  1991-06-01       Impact factor: 3.857

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Journal:  Biochem J       Date:  1952-02       Impact factor: 3.857

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Journal:  Arch Biochem Biophys       Date:  1975-11       Impact factor: 4.013

6.  Studies on cytochrome P-450-dependent lipid hydroperoxide reduction.

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Journal:  Arch Biochem Biophys       Date:  1984-08-15       Impact factor: 4.013

7.  Isolation and identification of alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone radical adducts formed by the decomposition of the hydroperoxides of linoleic acid, linolenic acid, and arachidonic acid by soybean lipoxygenase.

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Journal:  Arch Biochem Biophys       Date:  1991-02-15       Impact factor: 4.013

8.  Interactions of peroxyquinols with cytochromes P450 2B1, 3A1, and 3A5: influence of the apoprotein on heterolytic versus homolytic O-O bond cleavage.

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Journal:  Arch Biochem Biophys       Date:  1995-03-10       Impact factor: 4.013

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10.  Glu318 and Thr319 mutations of cytochrome P450 1A2 remarkably enhance homolytic O-O cleavage of alkyl hydroperoxides. An optical absorption spectral study.

Authors:  T Shimizu; Y Murakami; M Hatano
Journal:  J Biol Chem       Date:  1994-05-06       Impact factor: 5.157

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  6 in total

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Authors:  Ana Reis; M Rosário M Domingues; Francisco M L Amado; A J V Ferrer-Correia; Pedro Domingues
Journal:  J Am Soc Mass Spectrom       Date:  2003-11       Impact factor: 3.109

2.  Identification of a radical formed in the reaction mixtures of ram seminal vesicle microsomes with arachidonic Acid using high performance liquid chromatography-electron spin resonance spectrometry and high performance liquid chromatography-electron spin resonance-mass spectrometry.

Authors:  Katsuyuki Minakata; Hideo Iwahashi
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Journal:  Free Radic Biol Med       Date:  2009-03-12       Impact factor: 7.376

4.  Separation and identification of DMPO adducts of oxygen-centered radicals formed from organic hydroperoxides by HPLC-ESR, ESI-MS and MS/MS.

Authors:  Qiong Guo; Steven Y Qian; Ronald P Mason
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5.  A comparative study of the inhibitory effects by caffeic acid, catechins and their related compounds on the generation of radicals in the reaction mixture of linoleic acid with iron ions.

Authors:  Yuji Matsui; Yoshie Tanaka; Hideo Iwahashi
Journal:  J Clin Biochem Nutr       Date:  2017-03-25       Impact factor: 3.114

6.  Radical formation in individual aqueous solutions of some unsaturated fatty acids and in their mixtures.

Authors:  Yuji Matsui; Hideo Iwahashi
Journal:  J Clin Biochem Nutr       Date:  2018-05-09       Impact factor: 3.114

  6 in total

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