[Genome guided identification of 2-methylthio-N6-(4-hydroxy-isopentenyl)-adenosine from Streptomyces xinghaiensis NRRL B24674T].

ABSTRACT

Objective: To investigate the production of adenosine modified with N6-(Δ2-isopentenyl) and 2-thiomethyl groups from marine-derived Streptomyces xinghaiensis NRRL B24674T. Methods: Bioinformatics analysis was carried out to search the genome sequence of S. xinghaiensis NRRL B24674T and the secondary metabolites were purified by silica gel column chromatography, gel chromatography and high-performance liquid chromatography, and the chemical structure was elucidated by nuclear magnetic resonance (NMR) and mass spectroscopy (MS). Results: Two proteins involved in such a biosynthetic pathway were found in the genome of S. xinghaiensis NRRL B24674T; 2-methylthio-N6-(4-hydroxyisopentenyl)-adenosine has been purified from the liquid culture of S. xinghaiensis NRRL B24674T, and its chemical structure was elucidated by analysis of high-resolution mass spectrometry (HR-MS) and NMR data Conclusion: Such an adenine modification process was present in S. xinghaiensis NRRL B24674T, and it is the first time to report this kind of adenine modification from actinomycetes Streptomyces. Bioinformatics analysis implies that Streptomyces can also have this kind of RNA or adenine modification.