4.4 Article

Biosynthesis of the Myxobacterial Antibiotic Corallopyronin A

期刊

CHEMBIOCHEM
卷 11, 期 9, 页码 1253-1265

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbic.201000085

关键词

antibiotics; biosynthesis; Corallococcus coralloides; corallopyronin A; myxobacteria; polyketides

资金

  1. German Research Foundation (DFG) [FOR 845]
  2. Bundesministerium fur Bildung und Forschung (BMBF)

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Corallopyronin A is a myxobacterial compound with potent antibacterial Feeding experiments with labelled precursors the deduction all biosynthetic building blocks for corallopyronin A and revealed an unusual feature of this metabolite: tits-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 transacting 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.

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