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Isolation and characterization of an iron biliverdin-type complex that is formed along with verdohemochrome during the coupled oxidation of iron(II) octaethylporphyrin.
Autorzy
Rok wydania
1993
Czasopismo
Journal of the American Chemical Society
Numer woluminu
115
Strony
9056-9061
DOI
10.1021/ja00073a022
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
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