Unveiling the Bacterial Sesquiterpenome of Streptomyces sp. CBMAI 2042 Discloses Cyclases with Versatile Performances

Abstract

Terpenes are the most abundant class of natural product that exist in nature. They possess a myriad of industrial applications including pharmaceutical, perfumery and flavors, bulk chemicals, and fuel. Intriguingly, until today, the vast majority of characterized terpenoids have been isolated from plants and fungi, and only in recent years bacteria were found to generate a representative reservoir of terpenoids molecules. Mining Streptomyces sp. CBMAI 2042 genome data has revealed the presence of five terpene cyclase genes. Chemical analysis of mycelium extract of this bacteria strain has unveiled at least 28 volatile terpenes molecules, where three encoding sesquiterpene cyclase (STC) genes are apparently responsible for their biosynthesis. The cyclic products obtained by incubation of these three purified recombinant STCs with farnesyl diphosphate (FPP) were analyzed by gas chromatography-mass spectrometry (GC-MS) and identified using the Van den Dool and Kratz equation.

Unusual Sesquiterpenes from Streptomyces olindensis DAUFPE 5622

“…9−11 Actinobacteria, especially Streptomyces, have long been explored because of their wide biosynthetic potential and are known producers of terpenoids, most notably the earthy odorcausing monoterpene derivative 2-methylisoborneol and degraded sesquiterpene geosmin. 12,13 Other reports of cyclic sesquiterpene production in Streptomyces include the α-cadiene family, 14 epi-isozizaene and albaflavenone, 15 T-muurolol, 16 bungoene, and pentalenene. 17 Recently, it was reported that Streptomyces showdoensis produces the sesquiterpene drimenol via a type II cyclase, which was identified using low-homology targeting of putative squalene-hopene cyclase genes.…”

“…Actinobacteria, especially Streptomyces , have long been explored because of their wide biosynthetic potential and are known producers of terpenoids, most notably the earthy odor-causing monoterpene derivative 2-methylisoborneol and degraded sesquiterpene geosmin. , Other reports of cyclic sesquiterpene production in Streptomyces include the α-cadiene family, epi-isozizaene and albaflavenone, T-muurolol, bungoene, and pentalenene . It is important to note that a vast majority of the sesquiterpenes isolated from Streptomyces are synthesized by type I enzymes, as most of the cyclase genes identified via genome mining and biochemically characterized contain the classic type I metal cofactor-binding motifs.…”