Extreme rate acceleration by axial thiolate coordination on the isomerization of endoperoxide catalyzed by iron porphyrin

Takehiro Yamane, Kohei Makino, Naoki Umezawa, Nobuki Kato, Tsunehiko Higuchi

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

(Chemical Equation Presented) A coordinated effort: The isomerization mechanism of prostaglandin H2 (PGH2), which is catalytically isomerized to prostacyclin or thromboxane A2 by cytochrome P450s, was investigated using a hemethiolate complex and an endoperoxide. Isomerization of endoperoxides proceeded very rapidly with this complex, whereas imidazole- or chloride-ligated heme had slight or no catalytic activity (see scheme).

Original languageEnglish
Pages (from-to)6438-6440
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number34
DOIs
Publication statusPublished - 2008 Aug 11
Externally publishedYes

Keywords

  • Cytochrome P450
  • Endoperoxides
  • Enzyme models
  • Heme
  • Ligand effects

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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