Affiliation:
1. Aalto University Department of Chemistry Kemistintie 1 02150 Espoo Finland
2. University of Helsinki Department of Chemistry A.I. Virtasen aukio 1 00560 Helsinki Finland
Abstract
AbstractNature'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.
Funder
H2020 European Research Council
Academy of Finland
Subject
General Chemistry,Catalysis
Cited by
3 articles.
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