Reevaluation of the Final Steps in the Biosynthesis of Blasticidin S by Streptomyces griseochromogenes and Identification of a Novel Self-Resistance Mechanism

Autor: Steven J. Gould, Martha C. Cone, T. Mark Zabriskie, Qibo Zhang
Rok vydání: 2000
Předmět:
Zdroj: Tetrahedron. 56:693-701
ISSN: 0040-4020
Popis: The final steps in the biosynthesis of the antifungal peptidyl-nucleoside blasticidin S ( 3 ) have been revised to include a novel self-resistance mechanism wherein the previously proposed final precursor, demethylblasticidin S ( 7 ), is modified with a leucine residue yielding leucyldemethylblasticidin S ( 10 ) which exhibits reduced antibiotic activity. Methylation of 10 yields leucylblasticidin S ( 9 ) which can be exported from the bacterium and hydrolyzed to 3 . Also disclosed is the finding of a blasticidin S N -acetyltransferase activity that may function to detoxify 3 and 7 inadvertently produced prior to export or which gain reentry to the cell.
Databáze: OpenAIRE