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Elucidation of ustilaginoidin biosynthesis reveals a previously unrecognised class of ene-reductases

Dan Xu, Ruya Yin, Zhiyao Zhou, Gan Gu, Siji Zhao, Jin‐Rong Xu, Junfeng Liu, You‐Liang Peng, Daowan Lai, Ligang Zhou

2021Chemical Science31 citationsDOIOpen Access PDF

Abstract

dimerization of YWA1 (and 3-methyl YWA1) followed by dehydration was discovered. Intriguingly, the reduction of the 2,3-double bond of the pyrenone ring was catalyzed by a phospholipid methyltransferase-like enzyme (UsgR). The reductase was specific for reduction of monomeric, linear naphtho-γ-pyrenones, but not for the dimers. Atroposelective coupling of various monomers by the laccase (UsgL) led to diverse ustilaginoidins. Moreover, 3-epimerism of the 3-methyl-2,3-dihydro-naphtho-γ-pyrones adds additional complexity to the biosynthesis.

Topics & Concepts

Ene reactionBiosynthesisClass (philosophy)StereochemistryChemistryBiochemistryPhilosophyEnzymeEpistemologyPlant biochemistry and biosynthesisPhotosynthetic Processes and MechanismsMicrobial bioremediation and biosurfactants
Elucidation of ustilaginoidin biosynthesis reveals a previously unrecognised class of ene-reductases | Litcius