• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

深共熔溶剂与离子液体联合用于提高巴氏醋酸杆菌GIM1.158细胞对2-辛酮的生物催化还原作用

Combination of deep eutectic solvent and ionic liquid to improve biocatalytic reduction of 2-octanone with Acetobacter pasteurianus GIM1.158 cell.

作者信息

Xu Pei, Du Peng-Xuan, Zong Min-Hua, Li Ning, Lou Wen-Yong

机构信息

State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, China.

Laboratory of Applied Biocatalysis, School of Food Science and Engineering, South China University of Technology, Guangzhou 510640, China.

出版信息

Sci Rep. 2016 May 17;6:26158. doi: 10.1038/srep26158.

DOI:10.1038/srep26158
PMID:27185089
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4868980/
Abstract

The efficient anti-Prelog asymmetric reduction of 2-octanone with Acetobacter pasteurianus GIM1.158 cells was successfully performed in a biphasic system consisting of deep eutectic solvent (DES) and water-immiscible ionic liquid (IL). Various DESs exerted different effects on the synthesis of (R)-2-octanol. Choline chloride/ethylene glycol (ChCl/EG) exhibited good biocompatibility and could moderately increase the cell membrane permeability thus leading to the better results. Adding ChCl/EG increased the optimal substrate concentration from 40 mM to 60 mM and the product e.e. kept above 99.9%. To further improve the reaction efficiency, water-immiscible ILs were introduced to the reaction system and an enhanced substrate concentration (1.5 M) was observed with C4MIM·PF6. Additionally, the cells manifested good operational stability in the reaction system. Thus, the efficient biocatalytic process with ChCl/EG and C4MIM·PF6 was promising for efficient synthesis of (R)-2-octanol.

摘要

利用巴氏醋酸杆菌GIM1.158细胞对2-辛酮进行高效的反普雷洛不对称还原反应,在由低共熔溶剂(DES)和与水不混溶的离子液体(IL)组成的双相体系中成功实现。各种DES对(R)-2-辛醇的合成表现出不同的影响。氯化胆碱/乙二醇(ChCl/EG)表现出良好的生物相容性,能适度提高细胞膜通透性,从而得到更好的结果。添加ChCl/EG使最佳底物浓度从40 mM提高到60 mM,产物对映体过量值(e.e.)保持在99.9%以上。为进一步提高反应效率,将与水不混溶的IL引入反应体系,使用C4MIM·PF6时观察到底物浓度提高到了1.5 M。此外,细胞在反应体系中表现出良好的操作稳定性。因此,ChCl/EG和C4MIM·PF6的高效生物催化过程有望用于高效合成(R)-2-辛醇。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/48ca6a71ba76/srep26158-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/1585da2b3a60/srep26158-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/0d7158d99afa/srep26158-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/1e1113775e9c/srep26158-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/48ca6a71ba76/srep26158-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/1585da2b3a60/srep26158-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/0d7158d99afa/srep26158-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/1e1113775e9c/srep26158-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0d91/4868980/48ca6a71ba76/srep26158-f4.jpg

相似文献

1
Combination of deep eutectic solvent and ionic liquid to improve biocatalytic reduction of 2-octanone with Acetobacter pasteurianus GIM1.158 cell.深共熔溶剂与离子液体联合用于提高巴氏醋酸杆菌GIM1.158细胞对2-辛酮的生物催化还原作用
Sci Rep. 2016 May 17;6:26158. doi: 10.1038/srep26158.
2
Markedly improving asymmetric oxidation of 1-(4-methoxyphenyl) ethanol with Acetobacter sp. CCTCC M209061 cells by adding deep eutectic solvent in a two-phase system.通过在两相体系中添加低共熔溶剂,显著提高醋酸杆菌属CCTCC M209061细胞对1-(4-甲氧基苯基)乙醇的不对称氧化作用。
Microb Cell Fact. 2016 Jan 13;15:5. doi: 10.1186/s12934-015-0407-1.
3
Biocatalytic anti-Prelog reduction of prochiral ketones with whole cells of Acetobacter pasteurianus GIM1.158.巴氏醋杆菌 GIM1.158 全细胞的生物催化对映选择性酮的反-Prelog 还原。
Microb Cell Fact. 2014 Jun 10;13:84. doi: 10.1186/1475-2859-13-84.
4
Highly efficient asymmetric reduction of 2-octanone in biphasic system by immobilized Acetobacter sp. CCTCC M209061 cells.固定化醋酸杆菌 CCTCC M209061 细胞在双液相体系中高效不对称还原 2-辛酮。
J Biotechnol. 2019 Jun 20;299:37-43. doi: 10.1016/j.jbiotec.2019.04.024. Epub 2019 Apr 29.
5
Using a water-immiscible ionic liquid to improve asymmetric reduction of 4-(trimethylsilyl)-3-butyn-2-one catalyzed by immobilized Candida parapsilosis CCTCC M203011 cells.使用不互溶的水离子液体提高固定化近平滑假丝酵母 CCTCC M203011 细胞不对称还原 4-(三甲基硅基)-3-丁炔-2-酮的效率。
BMC Biotechnol. 2009 Oct 22;9:90. doi: 10.1186/1472-6750-9-90.
6
Efficient anti-Prelog enantioselective reduction of acetyltrimethylsilane to (R)-1-trimethylsilylethanol by immobilized Candida parapsilosis CCTCC M203011 cells in ionic liquid-based biphasic systems.固定化近平滑假丝酵母 CCTCC M203011 细胞在离子液体双相体系中高效对乙酰基三甲基硅烷进行 Prelog 对映选择性还原生成(R)-1-三甲基硅基乙醇。
Microb Cell Fact. 2012 Aug 16;11:108. doi: 10.1186/1475-2859-11-108.
7
Ionic deep eutectic solvents for the extraction and separation of natural products.离子液体用于天然产物的提取和分离。
J Chromatogr A. 2019 Aug 2;1598:1-19. doi: 10.1016/j.chroma.2019.03.046. Epub 2019 Mar 30.
8
Environmentally friendly and non-polluting solvent pretreatment of palm samples for polyphenol analysis using choline chloride deep eutectic solvents.使用氯化胆碱低共熔溶剂对棕榈样品进行环境友好且无污染的溶剂预处理以进行多酚分析。
J Chromatogr A. 2017 Apr 7;1492:1-11. doi: 10.1016/j.chroma.2017.02.036. Epub 2017 Feb 21.
9
Efficient enantioselective reduction of 4'-methoxyacetophenone with immobilized Rhodotorula sp. AS2.2241 cells in a hydrophilic ionic liquid-containing co-solvent system.在含有亲水性离子液体的共溶剂体系中,固定化 Rhodotorula sp. AS2.2241 细胞对 4'-甲氧基苯乙酮的高效对映选择性还原。
J Biotechnol. 2009 Sep 10;143(3):190-7. doi: 10.1016/j.jbiotec.2009.07.004. Epub 2009 Jul 15.
10
Assessing the toxicity and biodegradability of deep eutectic solvents.评估深层共熔溶剂的毒性和生物降解性。
Chemosphere. 2015 Aug;132:63-9. doi: 10.1016/j.chemosphere.2015.02.061. Epub 2015 Mar 22.

引用本文的文献

1
A sustainable and Integrated Microbial Biocatalysis of Resveratrol from Polygonum cuspidatum Siebold & Zucc Using Cellulose-Based Immobilised Aspergillus niger with Deep Eutectic Solvent-Assisted Microreactors.利用基于纤维素固定化黑曲霉和深共熔溶剂辅助微反应器从虎杖中可持续且集成化地微生物生物催化白藜芦醇
Appl Biochem Biotechnol. 2025 Mar;197(3):1726-1742. doi: 10.1007/s12010-024-05118-8. Epub 2024 Nov 28.
2
Influence of deep eutectic solvents on redox biocatalysis involving alcohol dehydrogenases.深层共熔溶剂对涉及醇脱氢酶的氧化还原生物催化的影响。
Heliyon. 2024 Jun 6;10(12):e32550. doi: 10.1016/j.heliyon.2024.e32550. eCollection 2024 Jun 30.
3

本文引用的文献

1
In Vitro and In Vivo toxicity profiling of ammonium-based deep eutectic solvents.铵基深共熔溶剂的体外和体内毒性分析
PLoS One. 2015 Feb 13;10(2):e0117934. doi: 10.1371/journal.pone.0117934. eCollection 2015.
2
Novel magnetic cross-linked lipase aggregates for improving the resolution of (R, S)-2-octanol.
Chirality. 2015 Mar;27(3):199-204. doi: 10.1002/chir.22411. Epub 2014 Dec 5.
3
Deep eutectic solvents (DESs) and their applications.深层共熔溶剂(DESs)及其应用。
Efficient acylation of gastrodin by whole-cells in non-aqueous media.
非水介质中全细胞对天麻素的高效酰化作用。
RSC Adv. 2019 May 29;9(29):16701-16712. doi: 10.1039/c9ra01605h. eCollection 2019 May 24.
4
Enhanced whole-cell biotransformation of 3-chloropropiophenone into 1-phenyl-1-propanone by hydrogel entrapped Chlorella emersonii (211.8b).水凝胶包埋小球藻(211.8b)增强 3-氯丙酰苯向 1-苯基-1-丙酮的全细胞生物转化。
Biotechnol Lett. 2021 Dec;43(12):2259-2272. doi: 10.1007/s10529-021-03194-y. Epub 2021 Oct 19.
5
Biocatalyzed Redox Processes Employing Green Reaction Media.生物催化氧化还原过程采用绿色反应介质。
Molecules. 2020 Jul 1;25(13):3016. doi: 10.3390/molecules25133016.
6
The Versatile Applications of DES and Their Influence on Oxidoreductase-Mediated Transformations.DES 的多种应用及其对氧化还原酶介导转化的影响。
Molecules. 2019 Jun 11;24(11):2190. doi: 10.3390/molecules24112190.
7
Recent developments in biocatalysis in multiphasic ionic liquid reaction systems.多相离子液体反应体系中生物催化的最新进展。
Biophys Rev. 2018 Jun;10(3):901-910. doi: 10.1007/s12551-018-0423-6. Epub 2018 Apr 27.
8
Innovative aspects of protein stability in ionic liquid mixtures.离子液体混合物中蛋白质稳定性的创新方面。
Biophys Rev. 2018 Jun;10(3):841-846. doi: 10.1007/s12551-018-0411-x. Epub 2018 Mar 16.
Chem Rev. 2014 Nov 12;114(21):11060-82. doi: 10.1021/cr300162p. Epub 2014 Oct 10.
4
Biocatalytic anti-Prelog reduction of prochiral ketones with whole cells of Acetobacter pasteurianus GIM1.158.巴氏醋杆菌 GIM1.158 全细胞的生物催化对映选择性酮的反-Prelog 还原。
Microb Cell Fact. 2014 Jun 10;13:84. doi: 10.1186/1475-2859-13-84.
5
Stabilization of enzymes in ionic liquids via modification of enzyme charge.通过修饰酶的电荷稳定离子液体中的酶。
Biotechnol Bioeng. 2013 Sep;110(9):2352-60. doi: 10.1002/bit.24910. Epub 2013 Apr 22.
6
Novel chiral tool, (R)-2-octanol dehydrogenase, from Pichia finlandica: purification, gene cloning, and application for optically active α-haloalcohols.新型手性工具(R)-2-辛醇脱氢酶,来自芬兰毕赤酵母:纯化、基因克隆及在手性α-卤代醇中的应用。
Appl Microbiol Biotechnol. 2013 Sep;97(18):8087-96. doi: 10.1007/s00253-012-4643-6. Epub 2012 Dec 29.
7
Are deep eutectic solvents benign or toxic?深共晶溶剂是良性的还是有毒的?
Chemosphere. 2013 Feb;90(7):2193-5. doi: 10.1016/j.chemosphere.2012.11.004. Epub 2012 Nov 28.
8
Deep eutectic solvents: syntheses, properties and applications.深共熔溶剂:合成、性质与应用。
Chem Soc Rev. 2012 Nov 7;41(21):7108-46. doi: 10.1039/c2cs35178a. Epub 2012 Jul 17.
9
Protease activation in glycerol-based deep eutectic solvents.基于甘油的低共熔溶剂中的蛋白酶激活作用。
J Mol Catal B Enzym. 2011 Nov 1;72(3-4):163-167. doi: 10.1016/j.molcatb.2011.05.015.
10
Effects of imidazolium ionic liquids on growth, photosynthetic efficiency, and cellular components of the diatoms Skeletonema marinoi and Phaeodactylum tricornutum.咪唑类离子液体对中肋骨条藻和三角褐指藻生长、光合效率和细胞成分的影响。
Chem Res Toxicol. 2011 Mar 21;24(3):392-401. doi: 10.1021/tx100343p. Epub 2011 Feb 25.