Pictet-Spenglerases in alkaloid biosynthesis: Future applications in biocatalysis.

Rebecca Roddan, John M Ward, Nicholas H Keep, Helen C Hailes

Journal: Current opinion in chemical biology 2021;55():69-76

PMID: 31978651

Full Text on Elsevier Science View on PubMed

Abstract

Pictet-Spenglerases provide a key role in the biosynthesis of many biologically active alkaloids. There is increasing use of these biocatalysts as an alternative to traditional organic synthetic methods as they provide stereoselective and regioselective control under mild conditions. Products from these enzymes also contain privileged drug scaffolds (such as tetrahydroisoquinoline or β-carboline moieties), so there is interest in the characterization and use of these enzymes as versatile biocatalysts to synthesize analogs of the corresponding natural products for drug discovery. This review discusses all known Pictet-Spenglerase enzymes and their applications as biocatalysts.

Address: Institute for Structural and Molecular Biology, Department of Biological Sciences, Birkbeck, University of London, Malet Street, London, WC1E 8HX, UK; Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK.; Department of Biochemical Engineering, University College London, Bernard Katz Building, London, WC1E 6BT, UK.; Institute for Structural and Molecular Biology, Department of Biological Sciences, Birkbeck, University of London, Malet Street, London, WC1E 8HX, UK.; Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK. Electronic address: [email protected].

DOI: 10.1016/j.cbpa.2019.12.003

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MeSH Terms: Aldehydes, Alkaloids, Bacteria, Biocatalysis, Biological Products, Carbolines, Cyclization, Drug Discovery, Enzymes, Ethylamines, Humans, Ketones, Molecular Conformation, Plants, Stereoisomerism, Tetrahydroisoquinolines