Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor

doi:10.1016/j.cjche.2024.09.020

中国化学工程学报 ›› 2025, Vol. 77 ›› Issue (1): 175-184.DOI: 10.1016/j.cjche.2024.09.020

Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor

Danyang Zhao, Qiangqiang Xue, Yujun Wang, Guangsheng Luo

State Key Lab of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

收稿日期:2024-08-13 修回日期:2024-09-11 接受日期:2024-09-24 出版日期:2025-01-28 发布日期:2024-11-02
通讯作者: Qiangqiang Xue,E-mail:xqq19@tsinghua.org.cn;Yujun Wang,E-mail:wangyujun@tsinghua.edu.cn
基金资助:
This work was financially supported by the National Key Research and Development Program of China (2019YFA0905100) and the National Natural Science Foundation of China (21991102, 22378227).

Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor

Danyang Zhao, Qiangqiang Xue, Yujun Wang, Guangsheng Luo

State Key Lab of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

Received:2024-08-13 Revised:2024-09-11 Accepted:2024-09-24 Online:2025-01-28 Published:2024-11-02
Contact: Qiangqiang Xue,E-mail:xqq19@tsinghua.org.cn;Yujun Wang,E-mail:wangyujun@tsinghua.edu.cn
Supported by:
This work was financially supported by the National Key Research and Development Program of China (2019YFA0905100) and the National Natural Science Foundation of China (21991102, 22378227).

摘要/Abstract

摘要： Constructing a framework carrier to stabilize protein conformation, induce high embedding efficiency, and acquire low mass-transfer resistance is an urgent issue in the development of immobilized enzymes. Hydrogen-bonded organic frameworks (HOFs) have promising application potential for embedding enzymes. In fact, no metal involvement is required, and HOFs exhibit superior biocompatibility, and free access to substrates in mesoporous channels. Herein, a facile in situ growth approach was proposed for the self-assembly of alcohol dehydrogenase encapsulated in HOF. The micron-scale bio-catalytic composite was rapidly synthesized under mild conditions (aqueous phase and ambient temperature) with a controllable embedding rate. The high crystallinity and periodic arrangement channels of HOF were preserved at a high enzyme encapsulation efficiency of 59%. This bio-composite improved the tolerance of the enzyme to the acid-base environment and retained 81% of its initial activity after five cycles of batch hydrogenation involving NADH coenzyme. Based on this controllably synthesized bio-catalytic material and a common lipase, we further developed a two-stage cascade microchemical system and achieved the continuous production of chiral hydroxybutyric acid (R-3-HBA).

关键词: Hydrogen-bonded organic framework, Immobilized enzyme, Synthesis, Chiral hydroxycarboxylic acid, Biocatalysis, Nanostructure

Abstract: Constructing a framework carrier to stabilize protein conformation, induce high embedding efficiency, and acquire low mass-transfer resistance is an urgent issue in the development of immobilized enzymes. Hydrogen-bonded organic frameworks (HOFs) have promising application potential for embedding enzymes. In fact, no metal involvement is required, and HOFs exhibit superior biocompatibility, and free access to substrates in mesoporous channels. Herein, a facile in situ growth approach was proposed for the self-assembly of alcohol dehydrogenase encapsulated in HOF. The micron-scale bio-catalytic composite was rapidly synthesized under mild conditions (aqueous phase and ambient temperature) with a controllable embedding rate. The high crystallinity and periodic arrangement channels of HOF were preserved at a high enzyme encapsulation efficiency of 59%. This bio-composite improved the tolerance of the enzyme to the acid-base environment and retained 81% of its initial activity after five cycles of batch hydrogenation involving NADH coenzyme. Based on this controllably synthesized bio-catalytic material and a common lipase, we further developed a two-stage cascade microchemical system and achieved the continuous production of chiral hydroxybutyric acid (R-3-HBA).

Key words: Hydrogen-bonded organic framework, Immobilized enzyme, Synthesis, Chiral hydroxycarboxylic acid, Biocatalysis, Nanostructure

Danyang Zhao, Qiangqiang Xue, Yujun Wang, Guangsheng Luo. Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor[J]. 中国化学工程学报, 2025, 77(1): 175-184.

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Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor

Controllable synthesis of hydrogen-bonded organic framework encapsulated enzyme for continuous production of chiral hydroxybutyric acid in a two-stage cascade microreactor

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