Structure and absolute stereochemistry of the four N-phenylprotoporphyrin IX regioisomers isolated from phenylhydrazine-treated myoglobin
The phenyl-iron complex formed in the reaction of phenylhydrazine with equine myoglobin rearranges, in the presence of acid and oxygen, to a mixture of the four possible N-phenylprotoporphyrin IX regioisomers. The four isomers have been separated, and the pyrrole ring bearing the N-phenyl group in e...
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Veröffentlicht in: | Journal of the American Chemical Society 1991-10, Vol.113 (21), p.8146-8153 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | The phenyl-iron complex formed in the reaction of phenylhydrazine with equine myoglobin rearranges, in the presence of acid and oxygen, to a mixture of the four possible N-phenylprotoporphyrin IX regioisomers. The four isomers have been separated, and the pyrrole ring bearing the N-phenyl group in each of them has been identified by super(1)H NMR spectroscopy. The isomers are chiral, an their circular dichroism spectra have been determined. |
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ISSN: | 0002-7863 1520-5126 |
DOI: | 10.1021/ja00021a046 |