ID | 32823 |
JaLCDOI | |
フルテキストURL | |
著者 |
Nakanishi, Akira
Okayama University
Kinuta, Keiko
Okayama University
Abe, Tadashi
Okayama University
Araki, Kenta
Okayama University
Yoshida, Yumi
Okayama University
Liang, Shuang
Okayama University
Li, Shun-Ai
Okayama University
Kinuta, Masahiro
Okayama University
|
抄録 | Administration of phenylhydrazine to rabbits resulted in the denaturation of hemoglobins in erythrocytes, causing the formation of intracellular precipitates known as Heinz bodies, severe hemolytic anemia, and reticulocytosis. To elucidate the molecular mechanism of the destabilization, we allowed human oxyhemoglobins to react aerobically with phenylhydrazine. After treatment with acetic acid/HCl and H2SO4/methanol, the chloroform extract contained blue-green pigments of major products accompanied by different minor products. Each product was isolated by column chromatography. By fast-atom-bombardment mass spectrometry (FAB-MS) and proton nuclear magnetic resonance (1H-NMR) spectrometry, dimethyl esters of N-phenylprotoporphyrin IX and meso, N-diphenylprotoporphyrin IX were determined. Other major products also were determined to be dimethyl esters of triphenyl-and tetraphenyl-substituted protoporphyrins by FAB-MS. The formation of meso, N-diphenylprotoporphyrin indicated that the addition of a phenyl radical to the meso-carbon atom of the protoporphyrin ring occurred. Triphenyl and tetraphenyl adducts also indicated the formation of phenyl radicals in the aerobic reaction of phenylhydrazine with oxyhemoglobins. From these results, we suggest that the formation of phenyl radicals and the replacement of heme with phenyl-substituted protoporphyrins cause the destabilization of hemoglobins to induce Heinz bodies and hemolytic anemia with phenylhydrazine. |
キーワード | phenylhydrazine
hemoglobin
protoporphyrin
fast-atom-bombardment mass spectrometry(FAB-MS)
proton nuclear magnetic resonance(H-NMR)spectrometry
|
Amo Type | Article
|
出版物タイトル |
Acta Medica Okayama
|
発行日 | 2003-10
|
巻 | 57巻
|
号 | 5号
|
出版者 | Okayama University Medical School
|
開始ページ | 249
|
終了ページ | 256
|
ISSN | 0386-300X
|
NCID | AA00508441
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資料タイプ |
学術雑誌論文
|
言語 |
英語
|
論文のバージョン | publisher
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査読 |
有り
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PubMed ID | |
Web of Science KeyUT |