Activation and Characterization of Bohemamine Biosynthetic Gene Cluster from <i>Streptomyces</i> sp. CB02009
Ling Liu, Sainan Li, Runze Sun, Xiangjing Qin, Jianhua Ju, Changsheng Zhang, Yanwen Duan, Yong Huang
Abstract
Bohemamines (BHMs) are bacterial alkaloids containing a pyrrolizidine core with two unusual methyl groups. Herein we report the activation of BHMs biosynthesis using a ribosome engineering approach. Characterization of the bhm gene cluster reveals that nonribosomal peptide synthetase BhmJ and Baeyer–Villiger monooxygenase BhmK are responsible for the formation of the pyrrolizidine core, which is further methylated on C-7 by methyltransferase BhmG. The 9-methyl group of BHMs is instead originated from a nonproteinogenic amino acid (2S,5S)-5-methylproline.
Topics & Concepts
ChemistryGene clusterStreptomycesCharacterization (materials science)GeneCluster (spacecraft)StereochemistryBiochemistryCombinatorial chemistryBacteriaGeneticsNanotechnologyBiologyProgramming languageMaterials scienceComputer scienceMicrobial Natural Products and BiosynthesisClick Chemistry and ApplicationsSynthesis and Catalytic Reactions