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.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Antibiotics, Antineoplastic / chemistry
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Antibiotics, Antineoplastic / metabolism*
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Coumarins / chemistry
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Coumarins / metabolism*
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Glycosides / chemistry
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Glycosides / metabolism*
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Isoquinolines / chemistry
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Isoquinolines / metabolism*
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Naphthoquinones / chemistry
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Naphthoquinones / metabolism*
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Streptomyces / chemistry
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Streptomyces / enzymology
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Streptomyces / metabolism*
Substances
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Antibiotics, Antineoplastic
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Coumarins
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Glycosides
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Isoquinolines
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Naphthoquinones
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jadomycin A
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gilvocarcin M