Abstract
The intriguing structural complexity of molecules produced by natural organisms is uncontested. Natural scaffolds serve as an important basis for the development of molecules with broad applications, e.g., therapeutics or agrochemicals. Research in recent decades has demonstrated that by means of classic metabolite extraction from microbes only a small portion of natural products can be accessed. The use of genome mining and heterologous expression approaches represents a promising way to discover new natural compounds. In this paper we report the discovery of a novel cyclic pentapeptide called bonsecamin through the heterologous expression of a cryptic NRPS gene cluster from Streptomyces albus ssp. chlorinus NRRL B-24108 in Streptomyces albus Del14. The new compound was successfully isolated and structurally characterized using NMR. The minimal set of genes required for bonsecamin production was determined through bioinformatic analysis and gene deletion experiments. A biosynthetic route leading to the production of bonsecamin is proposed in this paper.
Highlights
In the last two decades a considerable number of new small cyclic natural peptides produced by the bacterial genus of Streptomyces were discovered and published [1,2,3,4,5,6,7,8]
The obtained exconjugant strain S. albus 2O18 as well as the control strain S. albus Del14 were cultivated in the production medium DNPM and secondary metabolites were extracted with n-butanol
The gene bonA encoding a putative transporter was regarded as the first gene involved in bonsecamin production and bonA belongs to the same operon as the nonribosomal peptide synthetases (NRPS)-encoding bonB, which further supports the assumption that the bonA gene constitutes the left border of the cluster
Summary
In the last two decades a considerable number of new small cyclic natural peptides produced by the bacterial genus of Streptomyces were discovered and published [1,2,3,4,5,6,7,8]. We reported the successful expression of several cryptic secondary metabcharacterized bioactive compounds, albucidin and nybomycin, as well as to the discovery olite gene clusters of Streptomyces albus ssp. This ledfredericamycin to the identification the biosynthetic genes of. In this paper we report the discovery of a new cyclic pentapeptide, bonsecamin, S. albus Del (Figure 1). Bonsecamin was purified and its structure was elucidated by through the heterologous expression of a cryptic NRPS gene cluster of S. albus ssp. Thetic scheme leading to the production of bonsecamin is proposed in this paper
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