Repozytorium

Isolation and characterization of an iron biliverdin-type complex that is formed along with verdohemochrome during the coupled oxidation of iron(II) octaethylporphyrin.

Autorzy

Alan L. Balch

Lechosław Latos-Grażyński

B. C. Noll

Marylin M. Olmstead

N. Safari

Rok wydania

1993

Czasopismo

Journal of the American Chemical Society

Numer woluminu

115

Strony

9056-9061

DOI

10.1021/ja00073a022

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The coupled oxidation process, which is a model for oxidative heme degradation, has been shown to produce not only verdoheme, which was first described in 1930, but also a paramagnetic iron complex. Treatment of (OEP)- Fen(py)2 (OEP is the dianion of octaethylporphyrin) with air and ascorbic acid in pyridine (py) solution yields 50% diamagnetic [(octaethyloxaporphyrin)Fen(py)2]Cl, a verdoheme, and 32% paramagnetic {(OEB)Fem)2 (OEB is the
octaethylbilindione trianion, a biliverdin analog). Dimeric {(OEB)Fem)2 has been identified by a combination of NMR and X-ray crystallographic studies. In this dimer, each iron is coordinated to four nitrogen atoms from one OEB trianion and an oxygen from another OEB ligand. Treatment of {(OEB)Fem)2 with hydrochloric acid gives blue octaethylbilindione in 91% yield. In pyridine-tfs solution, NMR studies show that {(OEB)Fem}2 undergoes cleavage of the Fe-0 bond to form (OEB)Fem(py)2. This process is reversible.

Adres publiczny

https://doi.org/10.1021/ja00073a022

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html