Mechanism of o-aminophenol metabolism in human erythrocytes

o-Aminophenol was found to be rapidly metabolized to a brown compound in the presence of purified human oxy- and methemoglobin, coupled with the oxidation and reduction of these hemoglobins by o-amino-phenol. The final product of o-aminophenol was identified as 2-aminophenoxazine-3-one, by using spe...

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Bibliographic Details
Published in:FEBS letters 1986-02, Vol.196 (1), p.44-48
Main Authors: Tomoda, Akio, Yamaguchi, Jundo, Kojima, Hisanori, Amemiya, Hidemitsu, Yoneyama, Yoshimasa
Format: Article
Language:English
Subjects:
2-Aminophenoxazine-3-one
Aminophenols - metabolism
Applied sciences
Azides - pharmacology
Biological and medical sciences
Chromatography, High Pressure Liquid
Cyanides - pharmacology
Erythrocyte
Erythrocytes - metabolism
Exact sciences and technology
Hemoglobin
Human
Humans
Medical sciences
Methemoglobin - metabolism
Miscellaneous
o-Aminophenol metabolism
Other techniques and industries
Oxazines - biosynthesis
Oxidation-Reduction
Oxyhemoglobins - metabolism
Pharmacology. Drug treatments
Spectrophotometry, Ultraviolet
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Summary:o-Aminophenol was found to be rapidly metabolized to a brown compound in the presence of purified human oxy- and methemoglobin, coupled with the oxidation and reduction of these hemoglobins by o-amino-phenol. The final product of o-aminophenol was identified as 2-aminophenoxazine-3-one, by using spectrophotometry and HPLC. The metabolism of o-aminophenol was also observed in human erythrocytes. The production rates of 2-aminophenoxazine-3-one in the cells were very fast, but these were strongly decreased by bubbling carbon monoxide into the cell suspension when intracellular hemoglobin was in the ferrous state. The production of 2-aminophenoxazine-3-one from o-aminophenol in the cells was completely suppressed by cyanide and azide when intracellular hemoglobin was in the ferric state. These results suggest that oxy- and methemoglobin are involved in metabolism of o-aminophenol to 2-aminophenoxazine-3-one in human erythrocytes.
ISSN:0014-5793
1873-3468
DOI:10.1016/0014-5793(86)80211-3