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Zusammenfassung:
Indolyloxazole alkaloids occur in diverse micro- and macroorganisms and
exhibit a wide range of pharmacological activities. Despite their
ubiquitous occurrence and simple structures, the biosynthetic pathway
remained unknown. Here, we used transposon mutagenesis in the labradorin
producer Pseudomonas entomophila to identify a cryptic biosynthetic
locus encoding an N-acyltransferase and a non-heme diiron
desaturase-like enzyme. Heterologous expression in E. coli demonstrates
that both enzymes are sufficient to produce indolyloxazoles. Probing
their function in stable-isotope feeding experiments, we provide
evidence for an unusual desaturase mechanism that generates the oxazole
by decarboxylative cyclization.