Abstract
The 6,6-quinolone scaffolds on which viridicatin-type fungal alkaloids are built are frequently found in metabolites that display useful biological activities. Here we report in vitro and computational analyses leading to the discovery of a hemocyanin-like protein AsqI from the Aspergillus nidulans aspoquinolone biosynthetic pathway that forms viridicatins via a conversion of the cyclopenin-type 6,7-bicyclic system into the viridicatin-type 6,6-bicyclic core through elimination of carbon dioxide and methylamine through methyl isocyanate.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Alkaloids / biosynthesis*
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Alkaloids / chemistry
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Aspergillus nidulans / chemistry
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Aspergillus nidulans / genetics
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Aspergillus nidulans / metabolism*
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Binding Sites
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Biosynthetic Pathways
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Carbon Dioxide / chemistry
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Carbon Dioxide / metabolism
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Cloning, Molecular
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Crystallography, X-Ray
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Cyclization
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Escherichia coli / genetics
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Escherichia coli / metabolism
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Fungal Proteins / chemistry
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Fungal Proteins / genetics
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Fungal Proteins / metabolism*
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Gene Expression
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Genetic Vectors / chemistry
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Genetic Vectors / metabolism
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Hemocyanins / chemistry
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Hemocyanins / genetics
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Hemocyanins / metabolism*
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Hydroxyquinolines / chemistry
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Hydroxyquinolines / metabolism
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Isocyanates / chemistry
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Isocyanates / metabolism
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Kinetics
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Methylamines / chemistry
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Methylamines / metabolism
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Models, Molecular
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Protein Binding
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Protein Conformation, alpha-Helical
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Protein Interaction Domains and Motifs
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Quinolones / chemistry
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Quinolones / metabolism*
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Recombinant Proteins / chemistry
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Recombinant Proteins / genetics
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Recombinant Proteins / metabolism
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Substrate Specificity
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Zinc / chemistry*
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Zinc / metabolism
Substances
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Alkaloids
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Fungal Proteins
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Hydroxyquinolines
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Isocyanates
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Methylamines
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Quinolones
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Recombinant Proteins
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Carbon Dioxide
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viridicatin
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Hemocyanins
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methylamine
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methyl isocyanate
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Zinc