title: Biosynthesis of the myxobacterial antibiotic corallopyronin A.
abstract: Corallopyronin A is a myxobacterial compound with potent antibacterial activity. Feeding experiments with labelled precursors resulted in the deduction of all biosynthetic building blocks for corallopyronin A and revealed an unusual feature of this metabolite: its biosynthesis from two chains, one solely PKS-derived and the other NRPS/PKS-derived. The starter molecule is believed to be carbonic acid or its monomethyl ester. The putative corallopyronin A biosynthetic gene cluster is a trans-AT-type mixed PKS/NRPS gene cluster, containing a beta-branching cassette. Striking features of this gene cluster are a NRPS-like adenylation domain that is part of a PKS-type module and is believed to be responsible for glycine incorporation, as well as split modules with individual domains occurring on different genes. It is suggested that CorB is a trans-acting ketosynthase and it is proposed that it catalyses the Claisen condensation responsible for the interconnection of the two chains. Additionally, the stereochemistry of corallopyronin A was deduced by a combination of a modified Mosher's method and ozonolysis with subsequent chiral GC analyses.
authors.affiliation: Institute of Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, Germany.
authors.forename: Ozlem
authors.initials: O
authors.lastname: Erol
authors.forename: Till F
authors.initials: TF
authors.lastname: Schäberle
authors.forename: Alexander
authors.initials: A
authors.lastname: Schmitz
authors.forename: Shwan
authors.initials: S
authors.lastname: Rachid
authors.forename: Cristian
authors.initials: C
authors.lastname: Gurgui
authors.forename: Mustafa
authors.initials: M
authors.lastname: El Omari
authors.forename: Friederike
authors.initials: F
authors.lastname: Lohr
authors.forename: Stefan
authors.initials: S
authors.lastname: Kehraus
authors.forename: Jörn
authors.initials: J
authors.lastname: Piel
authors.forename: Rolf
authors.initials: R
authors.lastname: Müller
authors.forename: Gabriele M
authors.initials: GM
authors.lastname: König
mesh_terms: D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry; D007783:Lactones / Q000737:chemistry / Q000378:metabolism*; D008969:Molecular Sequence Data; D005810:Multigene Family; D009231:Myxococcales / Q000201:enzymology*; D010453:Peptide Synthases / Q000235:genetics / Q000378:metabolism; D048630:Polyketide Synthases / Q000235:genetics / Q000378:metabolism; D016415:Sequence Alignment; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D007783:Lactones; C532894:corallopyronin A; D048630:Polyketide Synthases; D010453:Peptide Synthases; C104385:non-ribosomal peptide synthase