Biosynthesis of the myxobacterial antibiotic corallopyronin A
| Autor: | Cristian Gurgui, Till F. Schäberle, Friederike Lohr, Jörn Piel, Mustafa El Omari, Gabriele M. König, Shwan Rachid, Alexander Schmitz, Rolf Müller, Stefan Kehraus, Özlem Erol |
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| Rok vydání: | 2010 |
| Předmět: |
Stereochemistry
Molecular Sequence Data Biochemistry chemistry.chemical_compound Lactones Myxobacteria Biosynthesis Gene cluster polycyclic compounds Amino Acid Sequence Myxococcales Peptide Synthases Molecular Biology Gene Adenylylation Claisen condensation biology Organic Chemistry Stereoisomerism biology.organism_classification Anti-Bacterial Agents chemistry Multigene Family Glycine Molecular Medicine Antibacterial activity Polyketide Synthases Sequence Alignment |
| Zdroj: | Chembiochem : a European journal of chemical biology. 11(9) |
| ISSN: | 1439-7633 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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