Beilstein J. Org. Chem.2024,20, 1198–1206, doi:10.3762/bjoc.20.102
cofactor-independent manner.
Keywords: angucyclines; aromatic polyketide; biosynthesis; cofactor-independentoxygenase; oxidative rearrangement reaction; Introduction
The angucyclines represent a large class of natural products biosynthesized by type II polyketide synthases. Within this category, a
catalytic mechanism employed by AlpJ-family oxygenases, wherein the nature of the substrate dictates whether a cofactor-dependent or -independent reaction ensues. While it is not entirely unexpected that these enzymes could exhibit cofactor-independentoxygenase activity, given our prior discovery that the
cofactor-independent pathway is likely the favored biosynthetic route in the angucycline biosynthesis process.
Conclusion
In this study, we showed that AlpJ-family oxygenases, traditionally recognized as FADH2/FMNH2-dependent enzymes, exhibit cofactor-independentoxygenase activity when 8 is employed as
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Graphical Abstract
Scheme 1:
Ring cleavage and ring rearrangement reactions in the biosynthesis of atypical angucyclines.