Baeyer-villiger C-C bond cleavage reaction in gilvocarcin and jadomycin biosynthesis

Nidhi Tibrewal, Pallab Pahari, Guojun Wang, Madan K. Kharel, Caleb Morris, Theresa Downey, Yanpeng Hou, Tim S. Bugni, Jürgen Rohr

Research output: Contribution to journalArticlepeer-review

79 Scopus citations

Abstract

GilOII has been unambiguously identified as the key enzyme performing the crucial C-C bond cleavage reaction responsible for the unique rearrangement of a benz[a]anthracene skeleton to the benzo[d]naphthopyranone backbone typical of the gilvocarcin-type natural anticancer antibiotics. Further investigations of this enzyme led to the isolation of a hydroxyoxepinone intermediate, leading to important conclusions regarding the cleavage mechanism.

Original languageEnglish
Pages (from-to)18181-18184
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number44
DOIs
StatePublished - Nov 7 2012

ASJC Scopus subject areas

  • Catalysis
  • Chemistry (all)
  • Biochemistry
  • Colloid and Surface Chemistry

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