Baeyer–Villiger C–C Bond Cleavage Reaction in Gilvocarcin and Jadomycin Biosynthesis
Journal of the American Chemical Society2012Vol. 134(44), pp. 18181–18184
Citations Over TimeTop 10% of 2012 papers
Nidhi Tibrewal, Pallab Pahari, Guojun Wang, Madan K. Kharel, Caleb Morris, Theresa Downey, Yanpeng Hou, Tim S. Bugni, Jürgen Rohr
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.
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