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Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades
[Image: see text] 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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709939/ https://www.ncbi.nlm.nih.gov/pubmed/36465541 http://dx.doi.org/10.1021/jacsau.2c00366 |
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author | Era, Yuta Dennis, Jonathan A. Horsfall, Louise E. Wallace, Stephen |
author_facet | Era, Yuta Dennis, Jonathan A. Horsfall, Louise E. Wallace, Stephen |
author_sort | Era, Yuta |
collection | PubMed |
description | [Image: see text] 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. |
format | Online Article Text |
id | pubmed-9709939 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-97099392022-12-01 Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades Era, Yuta Dennis, Jonathan A. Horsfall, Louise E. Wallace, Stephen JACS Au [Image: see text] 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. American Chemical Society 2022-10-19 /pmc/articles/PMC9709939/ /pubmed/36465541 http://dx.doi.org/10.1021/jacsau.2c00366 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Era, Yuta Dennis, Jonathan A. Horsfall, Louise E. Wallace, Stephen Palladium Nanoparticles from Desulfovibrio alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation Cascades |
title | Palladium Nanoparticles
from Desulfovibrio
alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation
Cascades |
title_full | Palladium Nanoparticles
from Desulfovibrio
alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation
Cascades |
title_fullStr | Palladium Nanoparticles
from Desulfovibrio
alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation
Cascades |
title_full_unstemmed | Palladium Nanoparticles
from Desulfovibrio
alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation
Cascades |
title_short | Palladium Nanoparticles
from Desulfovibrio
alaskensis G20 Catalyze Biocompatible Sonogashira and Biohydrogenation
Cascades |
title_sort | palladium nanoparticles
from desulfovibrio
alaskensis g20 catalyze biocompatible sonogashira and biohydrogenation
cascades |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9709939/ https://www.ncbi.nlm.nih.gov/pubmed/36465541 http://dx.doi.org/10.1021/jacsau.2c00366 |
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