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Biosynthesis of the myxobacterial antibiotic corallopyronin A
- Source :
- Chembiochem : a European journal of chemical biology. 11(9)
- Publication Year :
- 2010
-
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.
- Subjects :
- 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
Subjects
Details
- ISSN :
- 14397633
- Volume :
- 11
- Issue :
- 9
- Database :
- OpenAIRE
- Journal :
- Chembiochem : a European journal of chemical biology
- Accession number :
- edsair.doi.dedup.....53a85ee8788df3e507faf968935005d1