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Biosynthesis of the Insecticidal Xenocyloins in Xenorhabdus bovienii
Authors:Anna Proschak  Qiuqin Zhou  Tim Schöner  Dr. Aunchalee Thanwisai  Darko Kresovic  Dr. Andrea Dowling  Prof. Dr. Richard ffrench‐Constant  Prof. Dr. Ewgenij Proschak  Prof. Dr. Helge B. Bode
Affiliation:1. Merck Stiftungsprofessur für Molekulare Biotechnologie, Fachbereich Biowissenschaften, G?the Universit?t Frankfurt, Max‐von‐Laue‐Strasse 9, 60438 Frankfurt am Main (Germany);2. Department of Microbiology and Parasiology, Faculty of Medical Science, Naresuan University, 99 Moo 9, Phitsanulok‐Nakhon Sawan Road, Tha Pho, Mueang Phitsanulok, 65000 Phitsanulok (Thailand);3. Biosciences, University of Exeter in Cornwall, Tremough Campus, Penryn, Cornwall TR10 9EZ (UK);4. Institute of Pharmaceutical Chemistry, G?the Universit?t Frankfurt, Max‐von‐Laue‐Strasse 9, 60438 Frankfurt am Main (Germany)
Abstract:The biosynthesis gene cluster for the production of xenocyloins was identified in the entomopathogenic bacterium Xenorhabdus bovienii SS‐2004, and their biosynthesis was elucidated by heterologous expression and in vitro characterization of the enzymes. XclA is an S‐selective ThDP‐dependent acyloin‐like condensation enzyme, and XclB and XclC are examples of the still‐rare acylating ketosynthases that catalyze the acylation of the XclA‐derived initial xenocyloins with acetyl‐, propionyl‐, or malonyl‐CoA, thereby resulting in the formation of further xenocyloin derivatives. All xenocyloins were produced mainly by the more virulent primary variant of X. bovienii and showed activity against insect hemocytes thus contributing to the overall virulence of X. bovienii against insects.
Keywords:acylating ketosynthases  acyloin condensation  biosynthesis  insecticidal activity  natural products  S‐hydroxyketones  Xenorhabdus
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