手性布洛芬对映体的选择性光电化学氧化

引用本文: 代卫国, 何丹农. 手性布洛芬对映体的选择性光电化学氧化[J]. 物理化学学报, 2017, 33(5): 960-967. doi: 10.3866/PKU.WHXB201702086 shu

Citation: DAI Wei-Guo, HE Dan-Nong. Selective Photoelectrochemical Oxidation of Chiral Ibuprofen Enantiomers[J]. Acta Physico-Chimica Sinica, 2017, 33(5): 960-967. doi: 10.3866/PKU.WHXB201702086 shu

手性布洛芬对映体的选择性光电化学氧化

代卫国 ^1, ,
何丹农 ^1,2,

1.
纳米技术及应用国家工程研究中心, 上海 200241;
2.
上海交通大学, 材料科学与工程学院, 上海 200240
基金项目:
国家国际科技合作专项（2015CB931902）资助项目

摘要: 将光电化学方法与原位分子印迹技术相结合，通过使用手性布洛芬的对映体S-布洛芬（S-ibuprofen）和R-布洛芬（R-ibuprofen）为模板分子，在原位生长的单晶二氧化钛（TiO₂）纳米棒表面构筑S-ibuprofen 和R-ibuprofen 分子印迹位点，制备出能够对S-ibuprofen 和R-ibuprofen 选择性识别和催化氧化的印迹电极。通过扫描电子显微镜（SEM）、透射电子显微镜（TEM）、X射线衍射（XRD）和拉曼光谱（Raman）对电极的形貌、结构和组成进行表征，通过电化学阻抗对电极表面的电子传递阻力进行研究，以制备得到的印迹电极为工作电极通过光电化学方法对其印迹位点的光电识别选择性和光电降解选择性进行测试。制备得到的TiO₂为单晶纳米棒阵列，印迹位点成功构筑在TiO₂纳米棒表面且具有很好的择形吸附能力。本工作首次实现了手性医药布洛芬对映体在人工光电催化剂表面的选择性识别和选择性氧化降解。

关键词:

English

Selective Photoelectrochemical Oxidation of Chiral Ibuprofen Enantiomers

DAI Wei-Guo ^1, ,
HE Dan-Nong ^1,2,

1.
National Engineering Research Center for Nanotechnology, Shanghai 200241, P. R. China;
2.
School of Material Science and Engineering, Shanghai Jiao Tong University, Shanghai 200240, P. R. China
Received Date: 12 December 2016
Revised Date: 07 February 2017
Available Online: 08 February 2017
Fund Project:
The project was supported by the International Science and Technology Cooperation Program of China (2015CB931902).

Abstract: The photoelectrochemical method was combined with the in-situ molecular imprinting technique. Using the chiral ibuprofen enantiomers (S-ibuprofen and R-ibuprofen) as template molecules, S-ibuprofen and R-ibuprofen molecular imprinting sites were constructed on the surface of monocrystalline TiO₂ nanorods. The imprinted electrodes were capable of selective recognition and catalytic oxidation of S-ibuprofen and Ribuprofen. The morphology, structure, and composition of the electrode were characterized using scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), and Raman spectroscopy. The electron transfer resistance of the electrode surface was studied with electrochemical impedance spectroscopy. The photoelectrochemical recognition and degradation were measured photoelectrochemically using the prepared imprinted electrodes as the working electrode. The TiO₂ prepared was a single crystal nanorod array. The imprinted sites were successfully constructed on the surface of TiO₂ nanorods and had shape selective adsorption capacities. The selective recognition and selective oxidative degradation of chiral ibuprofen enantiomers on the surface of artificial photoelectrocatalysts were realized for the first time.

Key words:

1. [1]
  Deamer, D.W.; Dick, R.; Thiemann, W.; Shinitzky, M. Chirality 2007, 19 (10), 751. doi: 10.1002/chir
2. [2]
  Cronin, J. R.; Pizzarello, S. Science 1997, 275 (5302), 951.doi: 10.1126/science.275.5302.951
3. [3]
  Fang, Z.; Guo, Z.; Qin, Q.; Fan, J.; Yin, Y.; Zhang, W. J.Chromatogr. Sci. 2013, 51 (2), 133. doi: 10.1093/chromsci/bms117
4. [4]
  Li, W.; Li, Y.; Fu, Y.; Zhang, J. Korean J. Chem. Eng. 2013, 30 (7), 1448. doi: 10.1007/s11814-013-0048-1
5. [5]
  Wang, Y.; Han, Q.; Zhang, Q.; Huang, Y.; Guo, L.; Fu, Y. Anal.Methods 2013, 5 (20), 5579. doi: 10.1039/C3AY40882E
6. [6]
  Saraç, S.; Chankvetadze, B.; Blaschke, G. J. Chromatogr. A 2000, 875 (875), 379. doi: 10.1016/S0021-9673(99)01177-2
7. [7]
  Allenmark, S.; Schurig, V. J. Mater. Chem. 1997, 7 (10), 1955.doi: 10.1039/A702403G
8. [8]
  Caballo, C.; Sicilia, M. D.; Rubio, S. Anal. Chim. Acta 2013, 761 (761), 102. doi: 10.1016/j.aca.2012.11.044
9. [9]
  Ruan, Y. F.; Zhang, N.; Zhu, Y. C.; Zhao, W.W.; Xu, J. J.; Chen, H. Y. Acta Phys. -Chim. Sin. 2017, 33 (3), 476. [阮弋帆, 张楠, 朱圆城, 赵伟伟, 徐静娟, 陈洪渊. 物理化学学报, 2017, 33 (3), 476.] doi: 10.3866/PKU.WHXB201611141.
10. [10]
  Chen, K.; Liu, M.; Zhao, G.; Shi, H.; Fan, L.; Zhao, S. Environ.Sci. Technol. 2012, 46 (21), 11955. doi: 10.1021/es302327w
11. [11]
  Zhou, H.; Tang, Y.; Zhai, J.; Wang, S.; Tang, Z.; Jiang, L.Sensors 2009, 9 (2), 1094. doi: 10.3390/s90201094
12. [12]
  Lu, Y. Acta Phys. -Chim. Sin. 2016, 32(9), 2185. [陆阳. 物理化学学报, 2016, 32 (9), 2185.] doi: 10.3866/PKU.WHXB201605255
13. [13]
  Bai, X.; Zhang, X.; Hua, Z.; Ma, W.; Dai, Z.; Huang, X.; Gu, H.J. Alloy. Compd. 2014, 599 (3), 10. doi: 10.1016/j.jallcom.2014.02.049
14. [14]
  Patel, N.; Jaiswal, R.; Warang, T.; Scarduelli, G.; Dashora, A.; Ahuja, B. L.; Kothari, D. C.; Miotello, A. Appl. Catal. BEnviron. 2014, 150－151 (1641), 74. doi: 10.1016/j.apcatb.2013.11.033
15. [15]
  Kaur, J.; Singhal, S. Ceram. Int. 2014, 40 (5), 7417.doi: 10.1016/j.ceramint.2013.12.088
16. [16]
  Yu, H. C.; Huang, X. Y.; Li, H.; Lei, F. H.; Tan, X. C.; Wei, Y.C.; Wu, H. Y. Acta Phys. -Chim. Sin. 2014, 30 (11), 2085. [余会成, 黄学艺, 李浩, 雷福厚, 谭学才, 韦贻春, 吴海鹰. 物理化学学报, 2014, 30 (11), 2085.] doi: 10.3866/PKU.WHXB201409051
17. [17]
  Xu, S.W.; Lin, D. Q.; Yao, S. J. Acta Phys. -Chim. Sin. 2016, 32 (11), 2811. [徐诗文, 林东强, 姚善泾. 物理化学学报, 2016, 32 (11), 2811.] doi: 10.3866/PKU.WHXB201609131
18. [18]
  Flippin, J. L.; Huggett, D.; Foran, C. M. Aquat. Toxicol. 2007, 81 (1), 73. doi: 10.1016/j.aquatox.2006.11.002
19. [19]
  Pomati, F.; Netting, A. G.; Calamari, D.; Neilan, B. A. Aquat.Toxicol. 2004, 67 (4), 387.
20. [20]
  Wei, Y. H.; Liu, J.; Qu, D. Acta Microbiol. Sin. 2011, 51 (5), 586. doi: 10.1016/j.aquatox.2004.02.001
21. [21]
  Yang, J. Y.; Ma, H. L.; Lu, B.; Ma, G. H. Acta Optica Sinica 2007, 27 (10), 1909. [杨俊毅, 马洪良, 鲁波, 马国宏. 光学学报, 2007, 27 (10), 1909.] doi: 10.3321/j.issn:0253-2239.2007.10.035

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沈阳化工大学材料科学与工程学院沈阳 110142

手性布洛芬对映体的选择性光电化学氧化

English

Selective Photoelectrochemical Oxidation of Chiral Ibuprofen Enantiomers

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通讯作者: 陈斌, bchen63@163.com

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手性布洛芬对映体的选择性光电化学氧化

English

Selective Photoelectrochemical Oxidation of Chiral Ibuprofen Enantiomers

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

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CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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