TY - JOUR
T1 - 18O incorporation from H218O2 in the oxidation of N-methylcarbazole and sulfides catalyzed by microperoxidase-11
AU - Nakamura, Shigeo
AU - Mashino, Tadahiko
AU - Hirobe, Masaaki
PY - 1992/9/8
Y1 - 1992/9/8
N2 - Microperoxidase-11 (MP-11), prepared by pepsin digestion of cytochrome c, contains protoheme IX and one proximal histidine ligand. MP-11 oxygenated N-methylcarbazole, methyl phenyl sulfide, and phenacyl phenyl sulfide with 80%, 100%, and 96% 18O atom incorporation from H218O2, respectively. These results indicate that the oxygen atom on heme iron of MP-11 immediately rebinds to one-electron-oxidized intermediates of the substrates and that MP-11 catalyzes N-demethylation through a cytochrome P-450-like mechanism rather than a peroxidase-like mechanism.
AB - Microperoxidase-11 (MP-11), prepared by pepsin digestion of cytochrome c, contains protoheme IX and one proximal histidine ligand. MP-11 oxygenated N-methylcarbazole, methyl phenyl sulfide, and phenacyl phenyl sulfide with 80%, 100%, and 96% 18O atom incorporation from H218O2, respectively. These results indicate that the oxygen atom on heme iron of MP-11 immediately rebinds to one-electron-oxidized intermediates of the substrates and that MP-11 catalyzes N-demethylation through a cytochrome P-450-like mechanism rather than a peroxidase-like mechanism.
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U2 - 10.1016/S0040-4039(00)79107-6
DO - 10.1016/S0040-4039(00)79107-6
M3 - Article
AN - SCOPUS:0026769003
SN - 0040-4039
VL - 33
SP - 5409
EP - 5412
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 37
ER -