Extreme Rate Acceleration by Axial Thiolate Coordination on the Isomerization of Endoperoxide Catalyzed by Iron Porphyrin | Zendy

Yamane Takehiro | Zendy; Makino Kohei | Zendy; Umezawa Naoki | Zendy; Kato Nobuki | Zendy; Higuchi Tsunehiko | Zendy

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Extreme Rate Acceleration by Axial Thiolate Coordination on the Isomerization of Endoperoxide Catalyzed by Iron Porphyrin

Author(s) -

Yamane Takehiro,

Makino Kohei,

Umezawa Naoki,

Kato Nobuki,

Higuchi Tsunehiko

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200800137

Subject(s) - isomerization , porphyrin , chemistry , heme , catalysis , photochemistry , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , enzyme

A coordinated effort : The isomerization mechanism of prostaglandin H 2 (PGH 2 ), which is catalytically isomerized to prostacyclin or thromboxane A 2 by cytochrome P450s, was investigated using a heme‐thiolate 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).

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