Elucidation of the Tailoring Steps in Julichrome Biosynthesis by Marine Gastropod Mollusk-Associated Streptomyces sampsonii SCSIO 054.

Xiaoqi Ji,Yuliang Dong,C. Ling,Zhenbin Zhou,Qinglian Li,J. Ju

Published 2020 in Organic Letters

ABSTRACT

The biosynthetic gene cluster governing the production of antibacterial julichromes was identified from marine gastropod mollusk-associated Streptomyces sampsonii SCSIO 054. Post-PKS assembly/tailoring enzymes JuiL, JuiM, JuiI, and JuiN represent key assembly enzymes. JuiL serves as a ketoreductase. JuiM is an acetyltransferase. JuiI carries out an intriguing biaryl coupling of two julichrome Q6 units (immediate JuiL, JuiM product) to afford julichrome Q6-6. JuiN carries out tailoring steps on julichrome Q6-6, transforming Q6-6 into Q3-3.

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