ESR Characterization of a Novel Spin-trapping Agent, ^<15>N-Labeled N-tert-Butyl-α-phenylnitrone, as a Nitric Oxide Donor(Biochemistry & Molecular Biology)
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概要
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We previously found that one of the pharmacological effects of N-tert-butyl-α-phenylnitrone (PEN) is the release of nitric oxide (NO) under oxidative conditions. However, to confirm this hypothesis in vivo, NO released from PBN must be distinguished from NO produced in biological systems, and therefore we undertook the synthesis of PBN using labeled ^<15>N to identify its corresponding ^<15>NO in vivo. The properties were examined with an ESR spectrometer. To synthesize ^<15>N-PBN, the starting material, ammonium-^<15>N chloride, was converted to 2-amino-^<15>N-2-methylpropane, oxidized to 2-methyl-2-nitropropane-^<15>N, and finally reacted with benzaldehyde to give ^<15>N-PBN. The final product was purified by repeated sublimation. With ferrous sulfate-methyl glucamine dithiocarbamate complex, Fe (MGD)_2, as a trapping agent to measure the NO levels of ^<15>N-PBN or ^<14>N-PBN in vitro, the peak intensity of ^<15>NO [Fe (MGD)_2] was over 50% stronger than that of ^<14>NO [Fe (MGD)_2], and that ^<15>NO and ^<14>NO had the corresponding two-and three line hyperfine structures due to their nuclear spin quantum numbers. Subsequently, the ESR spectrum of ^<15>NO derived from ^<15>N-PBN was significantly different than that of lipopolysaccharide (LPS)-induced NO, which was derived from biological cells, and therefore we have demonstrated the possibility to distinguish ^<15>NO from PBN and ^<14>NO generated from cells. These results suggested that ^<15>N-PBN is a useful molecule, not only as a spin-trapping agent, but also as an NO donor to explore the pharmacological mechanisms of PBN in vivo.
- 社団法人日本農芸化学会の論文
- 2002-10-23
著者
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Saito Kieko
Institute For Environmental Sciences University Of Shizuoka
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Yoshioka Hisashi
Institute For Environmental Science University Of Shizuoka
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Saito Keiko
Institute For Environmental Sciences University Of Shizuoka
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