TY - JOUR
T1 - An active-site model of prostaglandin H synthase
T2 - An iron "twin-coronet" porphyrin with an aryloxyl radical overhang and its catalytic oxygenation of 1,4-diene
AU - Matsui, Eiki
AU - Naruta, Yoshinori
AU - Tani, Fumito
AU - Shimazaki, Yuichi
PY - 2003/6/23
Y1 - 2003/6/23
N2 - 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.
AB - 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.
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U2 - 10.1002/anie.200250431
DO - 10.1002/anie.200250431
M3 - Article
C2 - 12820256
AN - SCOPUS:0038391434
VL - 42
SP - 2744
EP - 2747
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 24
ER -