Details
| Original language | English |
|---|---|
| Pages (from-to) | 4777-4783 |
| Number of pages | 7 |
| Journal | ACS catalysis |
| Volume | 12 |
| Issue number | 8 |
| Publication status | Published - 15 Apr 2022 |
| Externally published | Yes |
Abstract
Artificial enzymes, usually created by incorporating one or two abiological catalytic species into protein hosts, are becoming promising tools for biocatalysis. However, they are still far behind natural enzymes due to their limited active sites with low activity and selectivity. Here, we proposed a polymeric approach to generate artificial enzymes by combining proteins with organocatalytic polymers, in which multiple proline organocatalysts are grafted from protein scaffolds via atom-transfer radical polymerization. The resultant artificial polyenzymes, abbreviated as "ArPoly", have similar physicochemical properties as natural enzymes and proved to be effective aldolase mimics for the aqueous asymmetric aldol reaction, in which an optimal ArPoly gave rise to 33% conversion and 94% enantioselectivity. Therefore, we proved the concept of water-soluble proline-based organocatalyst for aqueous asymmetric aldol reactions. This success not only expands the toolbox of asymmetric organocatalysis but also opens other avenues in the field of artificial enzymes where a plethora of proteins/enzymes can be combined with various well-designed organocatalytic polymers for synthetically useful reactions.
Keywords
- artificial enzyme, asymmetric organocatalysis, biocatalysis, proline catalysis, protein-polymer conjugate
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
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In: ACS catalysis, Vol. 12, No. 8, 15.04.2022, p. 4777-4783.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Artificial Enzymes Combining Proteins with Proline Polymers for Asymmetric Aldol Reactions in Water
AU - Zhang, Ningning
AU - Sun, Zhiyong
AU - Wu, Changzhu
N1 - Funding Information: We thank the financial support from the Independent Research Fund Denmark (DFF) in the framework of the Sapere Aude leader program. We also thank Novo Nordisk Foundation for its generous funding. We thank Prof. Dr. Marion B. Ansorge-Schumacher for fruitful discussions and generous support. Funding Information: We thank the financial support from the Independent Research Fund Denmark (DFF) in the framework of the Sapere Aude leader program. We also thank Novo Nordisk Foundation for its generous funding. We thank Prof. Dr. Marion B. Ansorge-Schumacher for fruitful discussions and generous support. Publisher Copyright: © 2022 American Chemical Society. All rights reserved.
PY - 2022/4/15
Y1 - 2022/4/15
N2 - Artificial enzymes, usually created by incorporating one or two abiological catalytic species into protein hosts, are becoming promising tools for biocatalysis. However, they are still far behind natural enzymes due to their limited active sites with low activity and selectivity. Here, we proposed a polymeric approach to generate artificial enzymes by combining proteins with organocatalytic polymers, in which multiple proline organocatalysts are grafted from protein scaffolds via atom-transfer radical polymerization. The resultant artificial polyenzymes, abbreviated as "ArPoly", have similar physicochemical properties as natural enzymes and proved to be effective aldolase mimics for the aqueous asymmetric aldol reaction, in which an optimal ArPoly gave rise to 33% conversion and 94% enantioselectivity. Therefore, we proved the concept of water-soluble proline-based organocatalyst for aqueous asymmetric aldol reactions. This success not only expands the toolbox of asymmetric organocatalysis but also opens other avenues in the field of artificial enzymes where a plethora of proteins/enzymes can be combined with various well-designed organocatalytic polymers for synthetically useful reactions.
AB - Artificial enzymes, usually created by incorporating one or two abiological catalytic species into protein hosts, are becoming promising tools for biocatalysis. However, they are still far behind natural enzymes due to their limited active sites with low activity and selectivity. Here, we proposed a polymeric approach to generate artificial enzymes by combining proteins with organocatalytic polymers, in which multiple proline organocatalysts are grafted from protein scaffolds via atom-transfer radical polymerization. The resultant artificial polyenzymes, abbreviated as "ArPoly", have similar physicochemical properties as natural enzymes and proved to be effective aldolase mimics for the aqueous asymmetric aldol reaction, in which an optimal ArPoly gave rise to 33% conversion and 94% enantioselectivity. Therefore, we proved the concept of water-soluble proline-based organocatalyst for aqueous asymmetric aldol reactions. This success not only expands the toolbox of asymmetric organocatalysis but also opens other avenues in the field of artificial enzymes where a plethora of proteins/enzymes can be combined with various well-designed organocatalytic polymers for synthetically useful reactions.
KW - artificial enzyme
KW - asymmetric organocatalysis
KW - biocatalysis
KW - proline catalysis
KW - protein-polymer conjugate
UR - http://www.scopus.com/inward/record.url?scp=85128752697&partnerID=8YFLogxK
U2 - 10.1021/acscatal.1c05579
DO - 10.1021/acscatal.1c05579
M3 - Article
AN - SCOPUS:85128752697
VL - 12
SP - 4777
EP - 4783
JO - ACS catalysis
JF - ACS catalysis
SN - 2155-5435
IS - 8
ER -