Biosynthesis of the Carbonylmethylene Structure Found in a Class of Pseudotripeptides, Ketomemicins

2017 Fiscal Year Final Research Report

• Project/Area Number: 15H03110
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Biomolecular chemistry
• Research Institution: Hokkaido University
• Principal Investigator: Dairi Tohru 北海道大学, 工学研究院, 教授 (70264679)
• Co-Investigator(Kenkyū-buntansha): 濱野 吉十 福井県立大学, 生物資源学部, 教授 (50372834)
• Co-Investigator(Renkei-kenkyūsha): SATOH YASUHARU 北海道大学, 大学院工学研究院, 助教 (30360928) ; OGASAWARA YASUSHI 北海道大学, 大学院工学研究院, 助教 (20732986) ; MORITA HIROYUKI 富山大学, 和漢医薬学総合研究所, 教授 (20416663)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: 放線菌 / ATP-grasp ligase / シュードトリペプチド / カルボニルメチレン構造 / 生合成

Outline of Final Research Achievements

We recently discovered novel pseudotripeptides, ketomemicins, which possess a C-terminal pseudodipeptide connected with a carbonyl methylene instead of an amide bond. The carbonyl methylene structure is stable than amide bond and its biological significance has been shown in several natural and synthetic compounds. Despite the biological significances of these compounds, little is known about its biosynthetic machinery. We therefore examined it by in vitro studies with recombinant enzymes. Consequently, an aldolase, dehydratase, PLP-dependent glycine-C-acetyltransferase, and dehydrogenase were revealed to be involved in the formation of the pseudodipeptide with malonyl-CoA and phenylpyruvate as starter substrates.

Free Research Field

生合成工学