title: Baeyer-Villiger C-C bond cleavage reaction in gilvocarcin and jadomycin biosynthesis.
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.
authors.affiliation: Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 789 S. Limestone St., Lexington, Kentucky 40536, USA.
authors.forename: Nidhi
authors.initials: N
authors.lastname: Tibrewal
authors.forename: Pallab
authors.initials: P
authors.lastname: Pahari
authors.forename: Guojun
authors.initials: G
authors.lastname: Wang
authors.forename: Madan K
authors.initials: MK
authors.lastname: Kharel
authors.forename: Caleb
authors.initials: C
authors.lastname: Morris
authors.forename: Theresa
authors.initials: T
authors.lastname: Downey
authors.forename: Yanpeng
authors.initials: Y
authors.lastname: Hou
authors.forename: Tim S
authors.initials: TS
authors.lastname: Bugni
authors.forename: Jürgen
authors.initials: J
authors.lastname: Rohr
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000378:metabolism*; D003374:Coumarins / Q000737:chemistry / Q000378:metabolism*; D006027:Glycosides / Q000737:chemistry / Q000378:metabolism*; D007546:Isoquinolines / Q000737:chemistry / Q000378:metabolism*; D009285:Naphthoquinones / Q000737:chemistry / Q000378:metabolism*; D013302:Streptomyces / Q000737:chemistry / Q000201:enzymology / Q000378:metabolism*
chemical_list: D000903:Antibiotics, Antineoplastic; D003374:Coumarins; D006027:Glycosides; D007546:Isoquinolines; D009285:Naphthoquinones; C506597:jadomycin A; C031782:gilvocarcin M