β-环糊精-Fe3O4超分子体系的构筑及其应用研究进展
收稿日期: 2013-11-12
修回日期: 2013-12-11
网络出版日期: 2013-12-23
基金资助
国家自然科学基金（No. 21306176）和浙江工业大学科研启动基金（No. G2817101103）资助项目.
Progress in the Construction of β-Cyclodextrin-Fe3O4 Supramolecular Systems and Their Application
Received date: 2013-11-12
Revised date: 2013-12-11
Online published: 2013-12-23
Supported by
Project supported by the National Natural Science Foundation of China (No. 21306176) and the Scientific Research Launching Foundation of Zhejiang University of Technology (No. G2817101103).
详细综述了目前β-环糊精-Fe3O4超分子体系的构筑及其应用进展，主要包括以共价键键连的β-环糊精-Fe3O4超分子体系在环境污染物吸附、药物分子负载和缓释、传感检测、分离和催化领域中的应用. 上述各部分中，根据β-环糊精与Fe3O4纳米粒子之间连接基团的不同，对各类β-环糊精-Fe3O4超分子体系的构筑及其性能进行了系统介绍. 指出β-环糊精-Fe3O4超分子体系兼具β-环糊精的包结吸附性能、弱催化性能及底物识别性能和Fe3O4组分的磁性载体作用，易于回收；β-环糊精固载在Fe3O4纳米粒子上，构筑非均相β-环糊精-Fe3O4超分子仿生催化体系，是今后构筑纳米级超分子仿生催化剂的研究热点之一.
沈海民 , 武宏科 , 纪红兵 , 史鸿鑫 . β-环糊精-Fe3O4超分子体系的构筑及其应用研究进展[J]. 有机化学, 2014 , 34(4) : 630 -646 . DOI: 10.6023/cjoc201311016
The construction and application of β-cyclodextrin-Fe3O4 supramolecular systems at present have been reviewed in detail, especially for the application of β-cyclodextrin-Fe3O4 supramolecular systems constructed covalently in the environmental pollutants adsorption, drug loading and releasing, sensor construction and detection application, separation and catalysis. In all of the section mentioned above, the construction and property of the β-cyclodextrin-Fe3O4 supramolecular systems were discussed systematically which were classified according to the linking groups between β-cyclodextrin and Fe3O4. It was pointed out that the β-cyclodextrin-Fe3O4 supramolecular systems possessed the ability to form inclusion complex with guest molecules, weak catalytic activity and substrate recognition property of β-cyclodextrin unit and the magnetic property of Fe3O4 which could be recovered easily, simultaneously. It was also pointed out that the immobilization of β-cyclodextrin on Fe3O4 nanoparticles to construct heterogeneous β-cyclodextrin-Fe3O4 supramolecular biomimetic catalytic systems will be one of the focus in the construction of nanoscale supramolecular biomimetic catalysts in the future.
Key words： cyclodextrin; Fe3O4; supramolecular systems; construction; application
[1] Abdel-Naby, M. A.; El-Refai, H. A.; Abdel-Fattah, A. F. J. Appl. Microbiol. 2011, 111, 1129.
[2] Sallas, F.; Darcy, R. Eur. J. Org. Chem. 2008, 957.
[3] Wong, F.; Bidleman, T. F. Environ. Pollut. 2010, 158, 1303.
[4] Pan, J. M.; Zou, X. H.; Wang, X.; Guan, W.; Li, C. X.; Yan, Y. S.; Wu, X. Y. Chem. Eng. J. 2011, 166, 40.
[5] Zhou, Y. M.; Jin, Q. A.; Zhu, T. W.; Akama, Y. F. J. Hazard. Mater. 2011, 187, 303.
[6] Chen, M.; Ding, W. H.; Wang, J.; Diao, G. W. Ind. Eng. Chem. Res. 2013, 52, 2403.
[7] Sanchez-Trujillo, M. A.; Morillo, E.; Villaverde, J.; Lacorte, S. Environ. Pollut. 2013, 178, 52.
[8] Shao, D. D.; Sheng, G. D.; Chen, C. L.; Wang, X. K.; Nagatsu, M. Chemosphere 2010, 79, 679.
[9] Loftsson, T.; Brewster, M. E. J. Pharm. Pharmacol. 2010, 62, 1607.
[10] Zhou, J. W.; Ritter, H. Polym. Chem. 2010, 1, 1552.
[11] Kakran, M.; Sahoo, N. G.; Li, L.; Judeh, Z. Chem. Pharm. Bull. 2011, 59, 646.
[12] Ghosh, I.; Nau, W. M. Adv. Drug Delivery Rev. 2012, 64, 764.
[13] Yuan, Z. T.; Ye, Y. J.; Gao, F.; Yuan, H. H.; Lan, M. B.; Lou, K. Y.; Wang, W. Int. J. Pharmaceut. 2013, 127, 2803.
[14] Tang, W. L.; Zhao, J. C.; Sha, B. J.; Liu, H. J. Appl. Polym. Sci. 2013, 127, 2803.
[15] Franzoi, A. C.; Vieira, I. C.; Scheeren, C. W.; Dupont, J. Electroanalsis 2010, 22, 1376.
[16] Harley, C. C.; Rooney, A. D.; Breslin, C. B. Sens. Actuator B: Chem. 2010, 150, 498.
[17] Abbaspour, A.; Noori, A. Biosens. Bioelectron. 2011, 26, 4674.
[18] Chen, Y.; Sun, Z. H.; Song, B. E.; Liu, Y. Org. Biomol. Chem. 2011, 9, 5530.
[19] Kanagaraj, K.; Affrose, A.; Sivakolunthu, S.; Pitchumani, K. Biosens. Bioelectron. 2012, 35, 452.
[20] Zhou, Y.; Yoon, J. Chem. Soc. Rev. 2012, 41, 52.
[21] Liu, J. L.; Chen, Y. H.; Guo, Y. J.; Yang, F. L.; Cheng, F. Q. J. Nanomater. 2013, Doi: 10.1155/2013/632809.
[22] Hu, Y. F.; Zhang, Z. H.; Zhang, H. B.; Luo, L. J.; Zhang, M. L.; Yang, X.; Yao, S. Z. Chin. J. Chem. 2012, 30, 377.
[23] Lv, Y. Q.; Mei, D. P.; Pan, X. X.; Tan, T. W. J. Chromatogr. B 2010, 878, 2461.
[24] Ji, H. B.; Long, Q. P.; Chen, H. Y.; Zhou, X. T.; Hu, X. F. AIChE J. 2011, 57, 2341.
[25] Li, M.; Liu, X.; Jiang, F. Y.; Guo, L. P.; Yang, L. J. Chromatogr. A 2011, 1218, 3725.
[26] Nemeth, K.; Tarkanyi, G.; Varga, E.; Imre, T.; Mizsei, R.; Ivanyi, R.; Visy, J.; Szeman, J.; Jicsinszky, L.; Szente, L.; Simonyi, M. J. Pharm. Biomed. Anal. 2011, 54, 475.
[27] Wang, R. Q.; Ong, T. T.; Ng, S. C. J. Chromatogr. A 2012, 1224, 97.
[28] Lee, S. C.; Wang, C. C.; Yang, P. C.; Wu, S. M. J. Chromatogr. A 2012, 1232, 302.
[29] Takahashi, K. Chem. Rev. 1998, 98, 2013.
[30] Breslow, R.; Dong, S. D. Chem. Rev. 1998, 98, 1997.
[31] Woggon, W. D. Curr. Org. Chem. 2010, 14, 1362.
[32] Rao, K. R.; Nageswar, Y. V. D.; Sridhar, R.; Reddy, V. P. Curr. Org. Chem. 2010, 14, 1308.
[33] Marinescu, L.; Bols, M. Curr. Org. Chem. 2010, 14, 1380.
[34] Ji, H. B.; Huang, L. Q.; Shi, D. P.; Zhou, X. T. Chin. J. Org. Chem. 2008, 28, 2072 (in Chinese).(纪红兵, 黄丽泉, 石东坡, 周贤太, 有机化学, 2008, 28, 2072.)
[35] Shen, H. M.; Ji, H. B. Chin. J. Org. Chem. 2011, 31, 791 (in Chinese).(沈海民, 纪红兵, 有机化学, 2011, 31, 791.)
[36] Shen, H. M.; Ji, H. B. Chin. J. Org. Chem. 2012, 32, 975 (in Chinese).(沈海民, 纪红兵, 有机化学, 2012, 32, 975.)
[37] Kiasat, A. R.; Zarinderakht, N.; Sayyahi, S. Chin. J. Chem. 2012, 30, 699.
[38] Ji, H. B.; Shi, D. P.; Hu, X. F.; Pei, L. X.; Li, Z. J. South China Univ. Technol. (Nat. Sci. Ed.) 2007, 5 (in Chinese).(纪红兵, 石东坡, 胡晓芳, 裴丽霞, 李忠, 华南理工大学学报(自然科学版), 2007, 5.)
[39] Colombo, M.; Carregal-Romero, S.; Casula, M. F.; Gutierrez, L.; Morales, M. P.; Bohm, I. B.; Heverhagen, J. T.; Prosperi, D.; Parak, W. J. Chem. Soc. Rev. 2012, 41, 4306.
[40] Reddy, L. H.; Arias, J. L.; Nicolas, J.; Couvreur, P. Chem. Rev. 2012, 112, 5818.
[41] Yiu, H. H. P.; Keane, M. A. J. Chem. Technol. Biotechnol. 2012, 87, 583.
[42] Baig, R. B. N.; Varma, R. S. Chem. Commun. 2013, 49, 752.
[43] Akbarzadeh, A.; Samiei, M.; Davaran, S. Nanoscale Res. Lett. 2012, 7, 1.
[44] Liu, Y.; Chen, Y. Chem. Soc. Rev. 2010, 39, 495.
[45] Mellet, C. O.; Fernandez, J. M. G.; Benito, J. M. Chem. Soc. Rev. 2011, 40, 1586.
[46] Huang, X.; Liu, X. M.; Luo, Q. A.; Liu, J. Q.; Shen, J. C. Chem. Soc. Rev. 2011, 40, 1171.
[47] Motherwell, W. B.; Bingham, M. J.; Six, Y. Tetrahedron 2001, 57, 4663.
[48] Chen, S. Y.; Zhou, X. T.; Ji, H. B. Chin. J. Org. Chem. 2012, 32, 686 (in Chinese).(陈韶云, 周贤太, 纪红兵, 有机化学, 2012, 32, 686.)
[49] Sun, T.; Li, J. Y.; Hao, A. Y. Chin. J. Org. Chem. 2012, 32, 2054 (in Chinese). (孙涛, 李建业, 郝爱友, 有机化学, 2012, 32, 2054.)
[50] Chen, Y.; Liu, Y. Chin. J. Org. Chem. 2012, 32, 805 (in Chinese).(陈湧, 刘育, 有机化学, 2012, 32, 805.)
[51] Zhao, S. P.; Xu, W. L. Prog. Chem. 2010, 22, 916 (in Chinese).(赵三平, 徐卫林, 化学进展, 2010, 22, 916.)
[52] Zhang, X. J.; Liu, S. Z.; Wu, X. M.; Li, S. J. Acta Chim. Sinica 2012, 70, 2066 (in Chinese).(张小军, 刘尚钟, 吴学民, 李姝静, 化学学报, 2012, 70, 2066.)
[53] Shen, H. M.; Ji, H. B. Chin. J. Org. Chem. 2012, 32, 1684 (in Chinese). (沈海民, 纪红兵, 有机化学, 2012, 32, 1684.)
[54] Shen, H. M.; Ji, H. B. Tetrahedron Lett. 2012, 53, 3541.
[55] Shen, H. M.; Ji, H. B. Carbohydr. Res. 2012, 354, 49.
[56] Shen, H. M.; Ji, H. B. Tetrahedron 2013, 69, 8360.
[57] Badruddoza, A. Z. M.; Hazel, G. S. S.; Hidajat, K.; Uddin, M. S. Colloids Surf., A 2010, 367, 85.
[58] Badruddoza, A. Z. M.; Tay, A. S. H.; Tan, P. Y.; Hidajat, K; Uddin, M. S. J. Hazard. Mater. 2011, 185, 1177.
[59] Yang, S. T.; Zong, P. F.; Hu, J.; Sheng, G. D.; Wang, Q.; Wang, X. K. Chem. Eng. J. 2013, 214, 376.
[60] Ji, Y. S.; Liu, X. Y.; Guan, M.; Zha, C. D.; Huang, H. Y.; Zhang, H. X.; Wang, C. M. J. Sep. Sci. 2009, 32, 2139.
[61] Cai, K. Y.; Li, J. H.; Luo, Z.; Hu, Y.; Hou, Y. H.; Ding, X. W. Chem. Commun. 2011, 47, 7719.
[62] Badruddoza, A. Z. M.; Junwen, L.; Hidajat, K.; Uddin, M. S. Colloids Surf., B 2012, 92, 223.
[63] Fan, L. L.; Li, M.; Lv, Z.; Sun, M.; Luo, C. N.; Lu, F. G.; Qiu, H. M. Colloids Surf., B 2012, 95, 42.
[64] Fan, L. L.; Zhang, Y.; Luo, C. N.; Lu, F. G.; Qiu, H. M.; Sun, M. Int. J. Biol. Macromol. 2012, 50, 444.
[65] Li, L. L.; Fan, L. L.; Sun, M.; Qiu, H. M.; Li, X. J.; Duan, H. M.; Luo, C. N. Colloids Surf., B 2013, 107, 76.
[66] Fan, L. L.; Luo, C. N.; Sun, M.; Qiu, H. M.; Li, X. J. Colloids Surf., B 2013, 103, 601.
[67] Li, L. L.; Fan, L. L.; Sun, M.; Qiu, H. M.; Li, X. J.; Duan, H. M.; Luo, C. N. Int. J. Biol. Macromol. 2013, 58, 169.
[68] Hu, J.; Shao, D. D.; Chen, C. L.; Sheng, G. D.; Li, J. X.; Wang, X. K.; Nagatsu, M. J. Phys. Chem. B 2010, 114, 6779.
[69] Hu, J.; Shao, D. D.; Chen, C. L.; Sheng, G. D.; Ren, X. M.; Wang, X. K. J. Hazard. Mater. 2011, 185, 463.
[70] Chalasani, R.; Vasudevan, S. J. Mater. Chem. 2012, 22, 14925.
[71] Badruddoza, A. M.; Shawon, Z. B.; Daniel, T. W. J.; Hidajat, K.; Uddin, M. S. Carbohydr. Polym. 2013, 91, 322.
[72] Li, J.; Chen, C. L.; Zhao, Y.; Hu, J.; Shao, D. D.; Wang, X. K. Chem. Eng. J. 2013, 229, 296.
[73] Banerjee, S. S.; Chen, D. H. Chem. Mater. 2007, 19, 6345.
[74] Banerjee, S. S.; Chen, D. H. J. Nanopart. Res. 2009, 11, 2071.
[75] Banerjee, S. S.; Chen, D. H. Nanotechnology 2008, 19, 265602.
[76] Banerjee, S. S.; Chen, D. H. Int. J. Appl. Ceram. Technol. 2010, 7, 111.
[77] Hayashi, K.; Ono, K.; Suzuki, H.; Sawada, M.; Moriya, M.; Sakamoto, W.; Yogo, T. ACS Appl. Mater. Interfaces 2010, 2, 1903.
[78] Anirudhan, T. S.; Dilu, D.; Sandeep, S. J. Magn. Magn. Mater. 2013, 343, 149.
[79] Tudisco, C.; Oliveri, V.; Cantarella, M.; Vecchio, G.; Condorelli, G. G. Eur. J. Inorg. Chem. 2012, 5323.
[80] Sahu, S.; Mohapatra, S. Dalton Tran. 2013, 42, 2224.
[81] Li, R. X.; Liu, S. M.; Zhao, J. Q.; Otsuka, H.; Takahara, A. Chin. Chem. Lett. 2011, 22, 217.
[82] Li, R. X.; Liu, S. M.; Zhao, J. Q.; Otsuka, H.; Takahara, A. Polym. Bull. 2011, 66, 1125.
[83] Zhang, H.; Peng, M. L.; Cui, Y. L.; Chen, C. Chin. J. Chem. 2008, 26, 1737.
[84] Yallapu, M. M.; Othman, S. F.; Curtis, E. T.; Gupta, B. K.; Jaggi, M.; Chauhan, S. C. Biomaterials 2011, 32, 1890.
[85] Omer, M.; Haider, S.; Park, S. Y. Polymer 2011, 52, 91.
[86] Wu, Y. P.; Zuo, F.; Zheng, Z. H.; Ding, X. B.; Peng, Y. X. Nanoscale Res. Lett. 2009, 4, 738.
[87] Zhu, J.; He, J.; Du, X. Y.; Lu, R. H.; Huang, L. Z.; Ge, X. Appl. Surf. Sci. 2011, 257, 9056.
[88] Wang, H. X.; Zhou, Y. H.; Guo, Y. J.; Liu, W. J.; Dong, C.; Wu, Y. H.; Li, S. D.; Shuang, S. M. Sens. Actuators B: Chem. 2012, 163, 171.
[89] Diez, P.; Villalonga, R.; Villalonga, M. L.; Pingarron, J. M. J. Colloid Interface Sci. 2012, 386, 181.
[90] Li, H. G.; El-Dakdouki, M. H.; Zhu, D. C.; Abela, G. S.; Huang, X. F. Chem. Commun. 2012, 48, 3385.
[91] Rezaei, B.; Ensafi, A. A.; Zarei, L.; Kameli, P. Luminescence 2012, 27, 390.
[92] Wang, Y.; Wang, L.; Tian, T.; Yao, G. J.; Hu, X. Y.; Yang, C.; Xu, Q. Talanta 2012, 99, 840.
[93] Ghosh, S.; Badruddoza, A. Z. M.; Uddin, M. S.; Hidajat, K. J. Colloid Interface Sci. 2011, 354, 483.
[94] Ghosh, S.; Fang, T. H.; Uddin, M. S.; Hidajat, K. Colloids Surf., B 2013, 105, 267.
[95] Arslan, M.; Sayin, S.; Yilmaz, M. Tetrahedron: Asymmetry 2013, 24, 982.
[96] Chen, X.; Rao, J. A.; Wang, J.; Gooding, J. J.; Zou, G.; Zhang, Q. J. Chem. Commun. 2011, 47, 10317.
[97] Kiasat, A. R.; Nazari, S. J. Inclusion Phenom. Macrocyclic Chem. 2013, 76, 363.
[98] Kiasat, A. R.; Nazari, S. J. Mol. Catal. A: Chem. 2012, 365, 80.
[99] Zhu, J.; Wang, P. C.; Lu, M. J. Brazil. Chem. Soc. 2013, 24, 171.
[100] Chalasani, R.; Vasudevan, S. ACS Nano 2013, 7, 4093.
[101] Kang, Y.; Zhou, L. L.; Li, X.; Yuan, J. Y. J. Mater. Chem. 2011, 21, 3704.
[102] Kaboudin, B.; Mostafalu, R.; Yokomatsu, T. Green Chem. 2013, 15, 2266.
[103] Dong, Z. Y.; Liu, J. Q.; Mao, S. Z.; Huang, X.; Yang, B.; Ren, X. J.; Luo, G. M.; Shen, J. C. J. Am. Chem. Soc. 2004, 126, 16395.
[104] Marinescu, L.; Molbach, M.; Rousseau, C.; Bols, M. J. Am. Chem. Soc. 2005, 127, 17578.
[105] Rousseau, C.; Christensen, B.; Bols, M. Eur. J. Org. Chem. 2005, 2734.
[106] Marinescu, L. G.; Bols, M. Angew. Chem., Int. Ed. 2006, 45, 4590.
[107] Schlatter, A.; Woggon, W. D. Adv. Synth. Catal. 2008, 350, 995.
[108] Tang, S. P.; Zhou, Y. H.; Chen, H. Y.; Zhao, C. Y.; Mao, Z. W.; Ji, L. N. Chem.-Asian J. 2009, 4, 1354.
[109] Hu, S. S.; Li, J. Y.; Xiang, J. F.; Pan, J.; Luo, S. Z.; Cheng, J. P. J. Am. Chem. Soc. 2010, 132, 7216.
[110] Mojr, V.; Herzig, V.; Budesinsky, M.; Cibulka, R.; Kraus, T. Chem. Commun. 2010, 46, 7599.
[111] Schlatter, A.; Kundu, M. K.; Woggon, W. D. Angew. Chem., Int. Ed. 2004, 43, 6731.
[112] Wei, H.; Wang, E. K. Chem. Soc. Rev. 2013, 42, 6060.
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