Gene cluster description
Homologous known gene clusters
General MIBiG information on this cluster
|Complete gene cluster sequence?||incomplete|
|Evidence for cluster-compound connection:||Enzymatic assays, Sequence-based prediction|
|Comments:||cinnamic acid is adenylated by the AMP-ligase domain in the loading module to yield phenylnannolone A. The activity assay also showed reduced activation of p-coumaric acid which yields phenylnannolone C. first BCC/PKS system in microbial biosynthesis phn1 most likely involved in ethylmalonyl-CoA biosynthesis AT1 predominantly accepts ethylmalonyl-CoA to give rise to phenylnannolone A. However, phenylnannolone B, which contains a methyl instead of an ethyl branch, was also isolated. this indicates that AT1 can also accept methylmalonyl-CoA. Phenylnannolone A, however, is the dominant metabolite thus suggesting a preference for ethylmalonyl-CoA (which is in agreement with the bioinformatic analysis) The TE releases the polyketide under pyrone ring formation which is uncommon for modular typ I PKS systems|
|Contact for this cluster:||Eric J.N. Helfrich (Institute of Microbiology ETH Zurich)|
1. Bouhired SM et al. (2014) Biosynthesis of phenylnannolone A, a multidrug resistance reversal agent from the halotolerant myxobacterium Nannocystis pusilla B150. Chembiochem 15(5):757-65. doi: 10.1002/cbic.201300676.
2. Ohlendorf B et al. (2008) Phenylnannolones A-C: biosynthesis of new secondary metabolites from the myxobacterium Nannocystis exedens. Chembiochem 9(18):2997-3003. doi: 10.1002/cbic.200800434.