An active-site model of prostaglandin H synthase: An iron "twin-coronet" porphyrin with an aryloxyl radical overhang and its catalytic oxygenation of 1,4-diene

Eiki Matsui, Yoshinori Naruta, Fumito Tani, Yuichi Shimazaki

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Impressions of enzymes: A stable naphthoxyl radical was formed in the cavity of an iron porphyrin by peroxy acid oxidation. The intermediate was characterized by spectroscopic methods. This reaction was applied to the catalytic oxygenation of Z, Z-1,4-diene regio- and stereoselectively to give the corresponding alcohol under an O2 atmosphere (see picture). This is the first example of a mimic of the active site of the prostaglandin H synthases.

Original languageEnglish
Pages (from-to)2744-2747
Number of pages4
JournalAngewandte Chemie - International Edition
Volume42
Issue number24
DOIs
Publication statusPublished - Jun 23 2003

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Oxygenation
Porphyrins
Prostaglandin-Endoperoxide Synthases
Alcohols
Iron
Enzymes
Oxidation
Acids

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Cite this

An active-site model of prostaglandin H synthase : An iron "twin-coronet" porphyrin with an aryloxyl radical overhang and its catalytic oxygenation of 1,4-diene. / Matsui, Eiki; Naruta, Yoshinori; Tani, Fumito; Shimazaki, Yuichi.

In: Angewandte Chemie - International Edition, Vol. 42, No. 24, 23.06.2003, p. 2744-2747.

Research output: Contribution to journalArticle

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