An Artificial In Vitro Metabolism to Angiopterlactone B Inspired by Traditional Retrosynthesis.

Angew Chem Int Ed Engl

University of Helsinki, Department of Chemistry, A.I. Virtasen aukio 1, 00560, Helsinki, Finland.

Published: June 2023

AI Article Synopsis

  • Nature's natural biosynthetic pathways create complex molecules far better than chemical methods, but they're limited in flexibility.
  • This study introduces non-natural biocatalytic modules to enhance traditional synthesis with new enzymatic reactions, like a peroxidase-mediated rearrangement and a dehydrogenase-catalyzed isomerization.
  • The researchers successfully synthesized tricyclic angiopterlactone B in just two steps using primarily enzymes in a water-based system, showcasing a blend of traditional and biosynthetic approaches.

Article Abstract

Nature's way to construct highly complex molecular entities as part of biosynthetic pathways is unmatched by any chemical synthesis. Yet, relying on a cascade of native enzymatic transformations to achieve a certain target structure, biosynthesis is also significantly limited in its scope. In this study, non-natural biocatalytic modules, a peroxidase-mediated Achmatowicz rearrangement and a dehydrogenase-catalyzed borrowing-hydrogen-type isomerization were successfully incorporated into an artificial metabolism, combining the benefits of traditional retrosynthesis with the elegance and efficacy of biosynthetic networks. In a highly streamlined process, the total synthesis of tricyclic angiopterlactone B was achieved in two steps operating entirely in an aqueous environment while relying mainly on enzymes as key reaction mediators.

Download full-text PDF

Source
http://dx.doi.org/10.1002/anie.202301178DOI Listing

Publication Analysis

Top Keywords

traditional retrosynthesis
8
artificial vitro
4
vitro metabolism
4
metabolism angiopterlactone
4
angiopterlactone inspired
4
inspired traditional
4
retrosynthesis nature's
4
nature's construct
4
construct highly
4
highly complex
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!