Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades.
Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades.
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DOI：
10.1021/jacsau.2c00366
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发表时间：
2022-11-28
期刊：
影响因子：
8
通讯作者：
Wallace, Stephen
中科院分区：
文献类型：
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作者：
Era, Yuta;Dennis, Jonathan A;Horsfall, Louise E;Wallace, Stephen
由活细菌产生的过渡金属纳米颗粒正在成为可持续合成的新型催化剂。然而，它们的催化活性范围以及它们整合到非天然小分子生物生产的代谢途径中的能力尚未得到充分探索。在此，我们报道了由硫酸盐还原菌 Desulfovibrio alaskensis G20 (DaPdNPs) 合成的 Pd 纳米粒子催化苯乙炔和芳基碘化物的 Sonogashira 偶联，以及随后利用工程大肠杆菌 DD-2 从 d-葡萄糖产生的氢气一锅氢化为联苄衍生物。正式的加氢芳基化反应具有生物相容性，在环境温度下在水介质中发生，并以 70-99% 的总产率提供产物。这是第一个报道的催化 Sonogashira 反应的微生物纳米颗粒，也是首次证明这些生物催化剂可以与工程代谢产物相互作用以进行小分子合成。
Transition-metal nanoparticles produced by living bacteria are emerging as novel catalysts for sustainable synthesis. However, the scope of their catalytic activity and their ability to be integrated within metabolic pathways for the bioproduction of non-natural small molecules has been underexplored. Herein we report that Pd nanoparticles synthesized by the sulfate-reducing bacterium Desulfovibrio alaskensis G20 (DaPdNPs) catalyze the Sonogashira coupling of phenyl acetylenes and aryl iodides, and the subsequent one-pot hydrogenation to bibenzyl derivatives using hydrogen gas generated from d-glucose by engineered Escherichia coli DD-2. The formal hydroarylation reaction is biocompatible, occurs in aqueous media at ambient temperature, and affords products in 70–99% overall yield. This is the first reported microbial nanoparticle to catalyze the Sonogashira reaction and the first demonstration that these biogenic catalysts can be interfaced with the products of engineered metabolism for small molecule synthesis.