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Identification and Characterization of the Streptazone E Biosynthetic Gene Cluster in Streptomyces sp. MSC090213JE08
Author(s) -
Ohno Shoto,
Katsuyama Yohei,
Tajima Yuka,
Izumikawa Miho,
Takagi Motoki,
Fujie Manabu,
Satoh Noriyuki,
Shinya Kazuo,
Ohnishi Yasuo
Publication year - 2015
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201500317
Subject(s) - gene cluster , biosynthesis , streptomyces , enzyme , biochemistry , biology , gene , stereochemistry , chemistry , genetics , bacteria
Streptazone derivatives isolated from Streptomyces species are piperidine alkaloids with a cyclopenta[ b ]pyridine scaffold. Previous studies indicated that these compounds are polyketides, but the biosynthetic enzymes responsible for their synthesis are unknown. Here, we have identified the streptazone E biosynthetic gene cluster in Streptomyces sp. MSC090213JE08, which encodes a modular type I PKS and tailoring enzymes that include an aminotransferase, three oxidoreductases, and two putative cyclases. The functions of the six tailoring enzymes were analyzed by gene disruption, and two putative biosynthetic intermediates that accumulated in particular mutants were structurally elucidated. On the basis of these results, we propose a pathway for the biosynthesis of streptazone E in which the two putative cyclases of the nuclear transport factor 2–like superfamily are responsible for C−C bond formation coupled with epoxide ring opening to give the five‐membered ring of streptazone E.