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Title: Single- and multi-component chiral supraparticles as modular enantioselective catalysts

Abstract

Nanoscale biological assemblies exemplified by exosomes, endosomes and capsids, play crucial roles in all living systems. Supraparticles (SP) from inorganic nanoparticles (NPs) replicate structural characteristics of these bioassemblies, but it is unknown whether they can mimic their biochemical functions. Here, we show that chiral ZnS NPs self-assemble into 70–100 nm SPs that display sub-nanoscale porosity associated with interstitial spaces between constituent NPs. Similarly to photosynthetic bacterial organelles, these SPs can serve as photocatalysts, enantioselectively converting L- or D-tyrosine (Tyr) into dityrosine (diTyr). Experimental data and molecular dynamic simulations indicate that the chiral bias of the photocatalytic reaction is associated with the chiral environment of interstitial spaces and preferential partitioning of enantiomers into SPs, which can be further enhanced by co-assembling ZnS with Au NPs. Besides replicating a specific function of biological nanoassemblies, these findings establish a path to enantioselective oxidative coupling of phenols for biomedical and other needs.

Authors:
 [1];  [2];  [3];  [2];  [4]; ORCiD logo [4]; ORCiD logo [5]
  1. State Key Lab of Food Science and Technology, International Joint Research Laboratory for Biointerface and Biodetection, School of Food Science and Technology, Jiangnan University, Wuxi, 214122, Jiangsu, People’s Republic of China Department of Chemi
  2. Department of Chemical and Biological Engineering, University of Colorado Boulder, Boulder, Colorado, USA
  3. Department of Chemical Engineering, University of Michigan, Ann Arbor, MI, 48109, USA Biointerfaces Institute, University of Michigan, Ann Arbor, MI, 48109, USA
  4. State Key Lab of Food Science and Technology, International Joint Research Laboratory for Biointerface and Biodetection, School of Food Science and Technology, Jiangnan University, Wuxi, 214122, Jiangsu, People’s Republic of China
  5. Department of Chemical Engineering, University of Michigan, Ann Arbor, MI, 48109, USA Biointerfaces Institute, University of Michigan, Ann Arbor, MI, 48109, USA Department of Materials Science, University of Michigan, Ann Arbor, MI, 48109, USA Macrom
Publication Date:
Research Org.:
Argonne National Laboratory (ANL), Argonne, IL (United States)
Sponsoring Org.:
USDOE Office of Science (SC); National Science Foundation (NSF); National Natural Science Foundation of China (NSFC); Department of the Army
OSTI Identifier:
1624192
Grant/Contract Number:  
AC02-06CH11357; NSF 1463474; NSF 1566460; 21631005; 21673104; 21522102; 21503095; W911NF-10-1-0518
Resource Type:
Accepted Manuscript
Journal Name:
Nature Communications
Additional Journal Information:
Journal Volume: 10; Journal Issue: 1; Journal ID: ISSN 2041-1723
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
English
Subject:
Science & Technology - Other Topics

Citation Formats

Li, Si, Liu, Juan, Ramesar, Naomi S., Heinz, Hendrik, Xu, Liguang, Xu, Chuanlai, and Kotov, Nicholas A. Single- and multi-component chiral supraparticles as modular enantioselective catalysts. United States: N. p., 2019. Web. doi:10.1038/s41467-019-12134-4.
Li, Si, Liu, Juan, Ramesar, Naomi S., Heinz, Hendrik, Xu, Liguang, Xu, Chuanlai, & Kotov, Nicholas A. Single- and multi-component chiral supraparticles as modular enantioselective catalysts. United States. https://doi.org/10.1038/s41467-019-12134-4
Li, Si, Liu, Juan, Ramesar, Naomi S., Heinz, Hendrik, Xu, Liguang, Xu, Chuanlai, and Kotov, Nicholas A. Wed . "Single- and multi-component chiral supraparticles as modular enantioselective catalysts". United States. https://doi.org/10.1038/s41467-019-12134-4. https://www.osti.gov/servlets/purl/1624192.
@article{osti_1624192,
title = {Single- and multi-component chiral supraparticles as modular enantioselective catalysts},
author = {Li, Si and Liu, Juan and Ramesar, Naomi S. and Heinz, Hendrik and Xu, Liguang and Xu, Chuanlai and Kotov, Nicholas A.},
abstractNote = {Nanoscale biological assemblies exemplified by exosomes, endosomes and capsids, play crucial roles in all living systems. Supraparticles (SP) from inorganic nanoparticles (NPs) replicate structural characteristics of these bioassemblies, but it is unknown whether they can mimic their biochemical functions. Here, we show that chiral ZnS NPs self-assemble into 70–100 nm SPs that display sub-nanoscale porosity associated with interstitial spaces between constituent NPs. Similarly to photosynthetic bacterial organelles, these SPs can serve as photocatalysts, enantioselectively converting L- or D-tyrosine (Tyr) into dityrosine (diTyr). Experimental data and molecular dynamic simulations indicate that the chiral bias of the photocatalytic reaction is associated with the chiral environment of interstitial spaces and preferential partitioning of enantiomers into SPs, which can be further enhanced by co-assembling ZnS with Au NPs. Besides replicating a specific function of biological nanoassemblies, these findings establish a path to enantioselective oxidative coupling of phenols for biomedical and other needs.},
doi = {10.1038/s41467-019-12134-4},
journal = {Nature Communications},
number = 1,
volume = 10,
place = {United States},
year = {2019},
month = {10}
}

Journal Article:
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Cited by: 59 works
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Figures / Tables:

Fig. 1 Fig. 1: Pen-stabilized chiral NPs and SPs. a TEM image of L-Pen-stabilized ZnS NPs. b Magnified HAADF-STEM image of L-ZnS SPs that assembled from the chiral NPs shown in a. c HAADF-STEM image and d Bright-field-STEM image of L-ZnS SPs (100 ± 4 nm) with large scale. e Elemental mappingmore » images of nitrogen, oxygen, zinc, and sulfur ZnS SPs« less

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journal, April 1983

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Assembly of mesoscale helices with near-unity enantiomeric excess and light-matter interactions for chiral semiconductors
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journal, January 2004


Intracellular aspects of the process of protein synthesis
journal, August 1975


DNA Origami with Complex Curvatures in Three-Dimensional Space
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Separation of enantiomers by their enantiospecific interaction with achiral magnetic substrates
journal, May 2018

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  • Science, Vol. 360, Issue 6395
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Building two-dimensional materials one row at a time: Avoiding the nucleation barrier
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Asymmetric Biomimetic Oxidations of Phenols: The Mechanism of the Diastereo- and Enantioselective Synthesis of Thomasidioic Acid
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Chirally modified gold nanoparticles: nanostructured chiral ligands for catalysis
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