Abstract
The first β-lactone synthetase enzyme is reported, creating an unexpected link between the biosynthesis of olefinic hydrocarbons and highly functionalized natural products. The enzyme OleC, involved in the microbial biosynthesis of long-chain olefinic hydrocarbons, reacts with syn- and anti-β-hydroxy acid substrates to yield cis- and trans-β-lactones, respectively. Protein sequence comparisons reveal that enzymes homologous to OleC are encoded in natural product gene clusters that generate β-lactone rings, suggesting a common mechanism of biosynthesis.
MeSH terms
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Alkenes / metabolism
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Amino Acid Sequence
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Bacterial Proteins / genetics*
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Bacterial Proteins / metabolism
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Biological Products / metabolism
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Coenzyme A Ligases / genetics*
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Coenzyme A Ligases / metabolism
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Gene Expression Regulation, Bacterial*
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Hydroxy Acids
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Lactones / metabolism*
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Micrococcus luteus / enzymology
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Micrococcus luteus / genetics*
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Multigene Family
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Operon
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Sequence Homology, Amino Acid
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Stenotrophomonas maltophilia / enzymology
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Stenotrophomonas maltophilia / genetics*
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Streptomyces / enzymology
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Streptomyces / genetics*
Substances
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Alkenes
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Bacterial Proteins
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Biological Products
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Hydroxy Acids
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Lactones
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Coenzyme A Ligases