Spectroscopic and electrochemical properties of chloro-N-methylprotoporphyrin IX dimethyl ester iron(II), a species related to the intermediate in the formation of N-alkylprotoporphyrins from the cytochrome P-450 prosthetic group |
| |
Authors: | David K Lavallee |
| |
Affiliation: | Department of Chemistry, Hunter College of the City University of New York USA |
| |
Abstract: | N-alkylporphyrins are formed when certain agents such as 3,5-diethoxycarbonyl-2,4,6-trimethyl-1,4-dihydropyridine or ethylene interact with cytochrome P-450 in rats. It is likely that the iron protoporphyrin complex in cytochrome P-450 is first alkylated and then demetallated to form the free base N-alkylprotoporphyrins that are observed. An iron complex of N-methylprotoporphyrin IX dimethyl ester, chloro-N-methylprotoporphyrin IX dimethyl ester iron(II), shows the following properties: a double Soret band (λmax = 435 nm, with a shoulder at 390 nm) relatively facile reduction (E for Fe(III)/Fe(II) of 0.385 V vs Ag/AgCl in acetonitrile) and facile demetallation by acid or good nucleophiles such as thiophenol. A knowledge of such properties should be useful in determining the mechanism of formation of N-alkylprotoporphyrins in vivo. |
| |
Keywords: | Address reprint requests to Dr. David K. Lavallee Department of Chemistry Hunter College of the City University of New York 695 Park Avenue New York NY 10021 |
本文献已被 ScienceDirect 等数据库收录! |
|