Source:http://linkedlifedata.com/resource/pubmed/id/19842623
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
44
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pubmed:dateCreated |
2009-11-5
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pubmed:abstractText |
Biological reduction of fluorine-labeled indolequinone derivative (IQ-F) was characterized by (19)F NMR for quantitative molecular understanding. The chemical shift change in (19)F NMR allowed monitoring of the enzymatic reduction of IQ-F. Upon hypoxic treatment of IQ-F with NADPH:cytochrome P450 reductase, IQ-F was activated via catalytic one-electron reduction to release nonafluoro-tert-butyl alcohol (F-OH), while the formation of F-OH was significantly suppressed under aerobic conditions. Similar hypoxia-selective reduction of IQ-F occurred within A549 cells, which expresses NADPH:cytochrome P450 reductase. The kinetic analysis was also performed to propose a reaction mechanism. The molecular oxygen slightly prevents the binding of IQ-F to reductase, while the rate of net reaction was decreased due to oxidation of a semiquinone anion radical intermediate generated by one-electron reduction of IQ-F. The disappearance of IQ-F and appearance of F-OH were imaged by (19)F fast spin echo, thus visualizing the hypoxia-selective reduction of IQ-F by means of MR imaging.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Nov
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pubmed:issn |
1520-5126
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pubmed:author |
pubmed-author:ChujoYoshikiY,
pubmed-author:HaradaHiroshiH,
pubmed-author:HiraokaMasahiroM,
pubmed-author:InafukuKenichiK,
pubmed-author:ItoTakeoT,
pubmed-author:KomatsuHirokazuH,
pubmed-author:MatsudaTetsuyaT,
pubmed-author:NarazakiMichikoM,
pubmed-author:NishimotoSei-ichiS,
pubmed-author:TanabeKazuhitoK,
pubmed-author:TanakaKazuoK,
pubmed-author:YamadaHisatsuguH
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pubmed:issnType |
Electronic
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pubmed:day |
11
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pubmed:volume |
131
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
15982-3
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pubmed:meshHeading |
pubmed-meshheading:19842623-Anoxia,
pubmed-meshheading:19842623-Cell Line,
pubmed-meshheading:19842623-Fluorine Radioisotopes,
pubmed-meshheading:19842623-Humans,
pubmed-meshheading:19842623-Indolequinones,
pubmed-meshheading:19842623-Magnetic Resonance Spectroscopy,
pubmed-meshheading:19842623-Oxidation-Reduction
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pubmed:year |
2009
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pubmed:articleTitle |
Monitoring of biological one-electron reduction by (19)F NMR using hypoxia selective activation of an (19)F-labeled indolequinone derivative.
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pubmed:affiliation |
Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Nishikyo-ku, Kyoto 615-8510, Japan. tanabeka@scl.kyoto-u.ac.jp
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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