Unprecedented Cyclization Catalyzed by a Cytochrome P450 in Benzastatin Biosynthesis

• Published in: Journal of the American Chemical Society Vol. 140; no. 21; pp. 6631 - 6639
• Main Authors: Tsutsumi, Hayama, Katsuyama, Yohei, Izumikawa, Miho, Takagi, Motoki, Fujie, Manabu, Satoh, Noriyuki, Shin-ya, Kazuo, Ohnishi, Yasuo
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 30.05.2018; Amer Chemical Soc
• Subjects: acetic acid; biochemical pathways; biosynthesis; catalytic activity; Chemistry; Chemistry, Multidisciplinary; chlorides; cytochrome P-450; ethyleneimine; functional diversity; gene targeting; genetically modified organisms; iron; Lewis bases; moieties; multigene family; Physical Sciences; Science & Technology; Streptomyces; transferases; N-OXYGENASE AURF; STREPTOMYCES-COELICOLOR A3; CRYSTAL-STRUCTURE; NATURAL-PRODUCTS; ENZYMES; P450; NITROSPOREUS; FREE-RADICAL SCAVENGERS; FLAVIOLIN SUBSTRATE MOLECULES; CELL PROTECTING ACTIVITY

Benzastatins have unique structures probably derived from geranylated p-aminobenzoic acids. The indoline and tetrahydroquinoline scaffolds are presumably formed by cyclization of the geranyl moiety, but the cyclization mechanism was unknown. We studied the benzastatin biosynthetic gene cluster of St...