Formation of cyclopropanone during cytochrome P450-catalyzed N-dealkylation of a cyclopropylamine

…, S Harriman, YM Koen, RP Hanzlik

Index: Shaffer, Christopher L.; Harriman, Shawn; Koen, Yakov M.; Hanzlik, Robert P. Journal of the American Chemical Society, 2002 , vol. 124, # 28 p. 8268 - 8274

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Citation Number: 73

Abstract

The role of single electron transfer (SET) in P450-catalyzed N-dealkylation reactions has been studied using the probe substrates N-cyclopropyl-N-methylaniline (2a) and N-(1'- methylcyclopropyl)-N-methylaniline (2b). In earlier work, we showed that SET oxidation of 2a by horseadish peroxidase leads exclusively to products arising via fragmentation of the cyclopropane ring [Shaffer, CL; Morton, MD; Hanzlik, RPJ Am. Chem. Soc. 2001, 123, ...