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

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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

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en

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6

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Angewandte Chemie - International Edition, Volume 62, issue 23

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.

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| openaire: EC/H2020/865885/EU//ABIONYS Funding Information: We gratefully acknowledge financial support by the European Research Council (ABIONYS, 865885), the Academy of Finland (298250 & 324976), and the Ruth & Nils‐Erik Stenbäcks Stiftelse. Publisher Copyright: © 2023 Wiley-VCH GmbH.

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Kiefer, A F, Liu, Y-C, Gummerer, R, Jäger, C & Deska, J 2023, 'An Artificial In Vitro Metabolism to Angiopterlactone B Inspired by Traditional Retrosynthesis', Angewandte Chemie - International Edition, vol. 62, no. 23, e202301178. https://doi.org/10.1002/anie.202301178

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