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Williams, Katherine [Author]; Szwalbe, Agnieszka J. [Author]; Mulholland, Nicholas P. [Author]; Vincent, Jason L. [Author]; Bailey, Andrew M. [Author]; Willis, Christine L. [Author]; Simpson, Thomas J. [Author]; Cox, Russell J. [Author]

Heterologous Production of Fungal Maleidrides Reveals the Cryptic Cyclization Involved in their Biosynthesis - [published Version]

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  • Media type: E-Article; Text
  • Title: Heterologous Production of Fungal Maleidrides Reveals the Cryptic Cyclization Involved in their Biosynthesis
  • Contributor: Williams, Katherine [Author]; Szwalbe, Agnieszka J. [Author]; Mulholland, Nicholas P. [Author]; Vincent, Jason L. [Author]; Bailey, Andrew M. [Author]; Willis, Christine L. [Author]; Simpson, Thomas J. [Author]; Cox, Russell J. [Author]
  • imprint: Weinheim : Wiley-VCH Verlag, 2016
  • Published in: Angewandte Chemie - International Edition 55 (2016), Nr. 23
  • Issue: published Version
  • Language: English
  • DOI: https://doi.org/10.15488/1036; https://doi.org/10.1002/anie.201511882
  • ISSN: 1433-7851
  • Keywords: biosynthesis ; enzymes ; Ketones ; Heterologous production ; Polyketide synthases ; Gene disruptions ; Phosphatidylethanolamine ; Secondary metabolites ; maleidride ; Heterologous expression ; Bins ; Gene expression ; Proteins ; cyclization ; Biochemistry ; Metabolites ; Fungi ; polyketides
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  • Description: Fungal maleidrides are an important family of bioactive secondary metabolites that consist of 7, 8, or 9-membered carbocycles with one or two fused maleic anhydride moieties. The biosynthesis of byssochlamic acid (a nonadride) and agnestadride A (a heptadride) was investigated through gene disruption and heterologous expression experiments. The results reveal that the precursors for cyclization are formed by an iterative highly reducing fungal polyketide synthase supported by a hydrolase, together with two citrate-processing enzymes. The enigmatic ring formation is catalyzed by two proteins with homology to ketosteroid isomerases, and assisted by two proteins with homology to phosphatidylethanolamine-binding proteins. Ring cycle: The enzymes involved in the cyclization of the maleidride family of bioactive fungal natural products, including agnestadride A and byssochlamic acid, were identified. These previously unknown proteins show homology to ketosteroid isomerases (KI-like) and phosphatidylethanolamine-binding proteins (PEBP-like). ; BBSRC ; Syngenta
  • Access State: Open Access
  • Rights information: Attribution (CC BY)