DKxanthene biosynthesis--understanding the basis for diversity-oriented synthesis in myxobacterial secondary metabolism

Chemistry & Biology
Peter MeiserRolf Müller

Abstract

The DKxanthenes are a family of yellow pigments which play a critical role in myxobacterial development. Thirteen unique structures from Myxococcus xanthus DK1622 differ in the length of their characteristic polyene functionality, as well as the extent of methyl branching. We aimed to understand the mechanistic basis for this "molecular promiscuity" by analyzing the gene cluster in DK1622, and comparing it to the DKxanthene biosynthetic locus in a second myxobacterium, Stigmatella aurantiaca DW4/3-1, which produces a more limited range of compounds. While the core biosynthetic machinery is highly conserved, M. xanthus contains a putative asparagine hydroxylase function which is not present in S. aurantiaca. This observation accounts, in part, for the significantly larger metabolite family in M. xanthus. Detailed analysis of the encoded hybrid polyketide synthase (PKS)-nonribosomal peptide synthetase (NRPS) assembly line provides direct evidence for the mechanism underlying the variable polyene length and the observed pattern of methyl functionalities.

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Citations

Oct 15, 2013·International Journal of Medical Microbiology : IJMM·Rolf Müller, Joachim Wink
Jul 5, 2011·Molecular Microbiology·Gou FurusawaPatricia Hartzell
Apr 11, 2017·Chemical Reviews·Adrian T Keatinge-Clay
Oct 15, 2014·Natural Product Reports·Kira J Weissman
Sep 26, 2017·Chemistry : a European Journal·Swjatoslaw N R WitteMarkus Kalesse
May 23, 2009·Molecular BioSystems·Silke C Wenzel, Rolf Müller
Jul 15, 2009·Chembiochem : a European Journal of Chemical Biology·Daniela ReimerHelge B Bode
Jun 11, 2009·Angewandte Chemie·Christian Hertweck
Oct 22, 2009·Natural Product Reports·Silke C Wenzel, Rolf Müller
May 1, 2010·Chembiochem : a European Journal of Chemical Biology·Kathrin BuntinRolf Müller
Jun 25, 2016·Beilstein Journal of Organic Chemistry·Juliane KorpMarkus Nett
Apr 16, 2015·Chemistry : a European Journal·Jakob FrankeChristian Hertweck
Jan 27, 2012·Chembiochem : a European Journal of Chemical Biology·Dominik Pistorius, Rolf Müller
Sep 8, 2018·Marine Drugs·Katja GemperleinRolf Müller
May 9, 2009·Chemical Reviews·Gordon M CraggDavid J Newman
May 15, 2021·Journal of the American Chemical Society·Dongqi YiVinayak Agarwal
Jul 18, 2012·Journal of the American Chemical Society·Benjamin BuschChristian Hertweck
Nov 11, 2020·Analytical Chemistry·Chantal D BaderRolf Müller
Feb 4, 2009·Bioorganic & Medicinal Chemistry Letters·Meng WangChristopher N Boddy

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