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Updated: Feb 14, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
A Pericyclic Reaction Cascade in Leporin Biosynthesis
Anna Glöckle1, Tobias A M Gulder1
1Biosystems Chemistry, Department of Chemistry and Center for Integrated Protein Science Munich (CiPSM), Technical University of Munich (TUM), Lichtenbergstraße 4, 85748, Garching, Germany.
Abstract:
All roads lead to Rome: The biosynthesis of the leporins in Aspergillus sp. involves an unprecedented pericyclic reaction cascade. The enzyme LepI directs the periselectivity of a [4+2] cycloaddition towards a hetero-Diels-Alder reaction outcome to give the leporin molecular scaffold. The Diels-Alder side product is morphed into the leporin core structure by a LepI-catalyzed retro-Claisen rearrangement, culminating in efficient kinetic side product recycling.
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