Electron transfer activation of chromopyrrolic acid by cytochrome P450 en route to the formation of an antitumor indolocarbazole derivative: Theory supports experiment

Yong Wang, Hajime Hirao, Hui Chen, Hiroyasu Onaka, Shingo Nagano, Sason Shaik*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

43 Scopus citations

Abstract

QM/MM calculations support experiment and show that StaP is a P450 that functions like a peroxidase: its active species is the one-electron-reduced Cpd II species with a radical on CPA, by analogy to cytochrome c peroxidase (CcP), and its reaction with the substrate proceeds by overall proton-coupled electron transfer (PCET), in analogy to the corresponding mechanism in horseradish peroxidase (HRP). The electron transfer is enabled by His250, the presence of carboxylate groups in CPA, and by the H-bonding network that tunes the energetic of the process. Theory supports experiment but reveals some novel aspects of this unusual P450.

Original languageEnglish
Pages (from-to)7170-7171
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number23
DOIs
StatePublished - 11 Jun 2008

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