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A Bridged Porphyrinato(thiolato)iron( III ) Complex as a Model of the Active Center of the Cytochrome P‐450 Isozyme
Author(s) -
Volz Heinrich,
Holzbecher Martin
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199714421
Subject(s) - chemistry , porphyrin , isozyme , stereochemistry , cytochrome , ligand (biochemistry) , cytochrome p450 , active center , active site , molecule , enzyme , photochemistry , biochemistry , receptor , organic chemistry
Protection by shielding —the porphyrinophane complex 1 , a functionally active model compound of the cytochrome P‐450 isozyme, was prepared in an 18‐step convergent synthesis. Porphyrin complex 1 catalyzes the epoxidation of cis ‐stilbene with iodosylbenzene. The thiolate ligand is shielded from oxidative attack by the chloro substituents and the phane chain, while on the other side of the molecule the naphthalene groups and the chloro substituents hinder the formation of μ‐oxo and μ‐peroxo complexes.