2025-07-22 東京大学
＜関連情報＞
- https://www.u-tokyo.ac.jp/focus/ja/press/z0111_00085.html
- https://www.u-tokyo.ac.jp/content/400267982.pdf
- https://pubs.acs.org/doi/10.1021/jacs.5c05308
デルフィバクチンAの完全構造と金ナノ粒子の還元的生成における機能 Complete Structure of Delftibactin A and Its Function in Reductive Formation of Gold Nanoparticles
Aoi Takeuchi,Hiromu Kakizawa,Mizuki Sawada,Kosuke Morita,Keiichi Noguchi,Hiroaki Itoh,and Masayuki Inoue
Journal of the American Chemical Society Published: July 17, 2025
DOI:https://doi.org/10.1021/jacs.5c05308
Abstract
Delftia acidovorans is a rare bacterium that colonizes the surface of gold nuggets and secretes a peptidic natural product, delftibactin A (1). Compound 1 strongly chelates and readily transforms soluble and toxic Au(III) ions into inert and nontoxic gold nanoparticles, allowing the bacteria to survive metal stress from Au(III) ions. This reductive function of 1 is not shared by any other known natural products, while its stereochemistry and mode of action have remained unclear. Here, we report the first total synthesis, structural elucidation, and functional analysis of 1. First, we enabled the collective solid-phase total synthesis of 16 possible diastereomers of 1. Second, the complete structure of 1 was determined by a detailed NMR analysis of these diastereomers. Third, we uncovered the evolutionarily optimized nature of the stereochemistry of 1 for facile Au(III) reduction and elucidated the novel reaction mechanism of 1. As a result, we identified the precise roles of key structural elements involved in the unprecedented activity of 1, providing a valuable foundation for designing new molecules aimed at generating customized gold nanoparticles and mitigating toxic Au(III) ions from the environment.
