Improving the stability of immobilized penicillin G acylase via the modification of supports with ionic liquids

Industrial and Engineering Chemistry Research

Volumn 51, Issue 12, 2012, Pages 4582-4590

  Zhou, Huacong ^a,b   Yang, Liangrong ^a   Li, Wei ^a   Shou, Qinghui ^a,b   Xu, Peng ^a,b   Li, Wensong ^a,b   Wang, Fuchun ^a,b   Yu, Pinhua ^a,b   Liu, Huizhou ^a  

^a INSTITUTE OF PROCESS ENGINEERING   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EXPERIMENTAL CONDITIONS; FUNCTIONAL IONIC LIQUIDS; HYDROPHOBIC PROPERTIES; IMIDAZOLIUM SALT; INITIAL ACTIVITY; OPERATION CYCLES; PENICILLIN G ACYLASE; PHYSICAL ADSORPTION; PROTEIN LOADINGS; RESIDUAL ACTIVITY; SILICA NANOPARTICLES; SPECIFIC ACTIVITY;

ADSORPTION; HYDROPHILICITY; HYDROPHOBICITY; IONIC LIQUIDS; REUSABILITY; SURFACE CHEMISTRY; SYNTHESIS (CHEMICAL);

SILICON COMPOUNDS;

EID: 84859130362     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie202745c     Document Type: Article

References (66)

1. Kallenberg, A. I.; Rantwijk, F.v.; Sheldon, R. A. Immobilization of Penicillin G Acylase: The Key to Optimum Performance Adv. Synth. Catal. 2005, 347, 905
2. Shah, P.; Sridevi, N.; Prabhune, A.; Ramaswamy, V. Structural Features of Penicillin Acylase Adsorption on APTES Functionalized SBA-15 Microporous Mesoporous Mater. 2008, 116, 157
3. Norouzian, D.; Hosseinzadeh, A.; Inanlou, D.; Moazami, N. Various Techniques Used to Immobilize Naringinase Produced by Penicillium Decombens PTCC 5248 World J. Microbiol. Biotechnol. 1999, 15, 501
4. Kotha, A.; Selvaraj, L.; Rajan, C. R.; Ponrathnam, S.; Kumar, K. K.; Ambekar, G. R.; Shewale, J. G. Adsorption and Expression of Penicillin G Acylase Immobilized onto Methacrylate Polymers Generated with Varying Pore Generating Solvent Volume Appl. Biochem. Biotechnol. 1991, 30, 297
5. Xiao, Q. G.; Tao, X.; Chen, J. F. Silica Nanotubes Based on Needle-Like Calcium Carbonate: Fabrication and Immobilization for Glucose Oxidase Ind. Eng. Chem. Res. 2007, 46, 459
6. He, J.; Li, X. F.; Evans, D. G.; Duan, X.; Li, C. Y. A New Support for the Immobilization of Penicillin Acylase J. Mol. Catal., B 2000, 11, 45
7. Wilson, L.; Illanes, A.; Pessela, B. C. C.; Abian, O.; Fernández-Lafuente, R.; Guisán, J. M. Encapsulation of Crosslinked Penicillin G Acylase Aggregates in Lentikats: Evaluation of a Novel Biocatalyst in Organic Media Biotechnol. Bioeng. 2004, 86, 558
8. Bernardino, S.; Estrela, N.; Ochoa-Mendes, V.; Fernandes, P.; Fonseca, L. P. Optimization in the Immobilization of Penicillin G Acylase by Entrapment in Xerogel Particles with Magnetic Properties J. Sol-Gel Sci. Technol. 2011, 58, 545
9. Mahmood, I.; Guo, C.; Xia, H. S.; Ma, J. H.; Jiang, Y. Y.; Liu, H. Z. Lipase Immobilization on Oleic Acid-Pluronic (L-64) Block Copolymer Coated Magnetic Nanoparticles, for Hydrolysis at the Oil/Water Interface Ind. Eng. Chem. Res. 2008, 47, 6379
10. Cao, L. Q.; Rantwijk, F.v.; Sheldon, R. A. Cross-Linked Enzyme Aggregates: A Simple and Effective Method for the Immobilization of Penicillin Acylase Org. Lett. 2000, 2, 1361
11. Brady, D.; Jordaan, J. Advances in Enzyme Immobilisation Biotechnol. Lett. 2009, 31, 1639
12. Shi, B. F.; Wang, Y. Q.; Ren, J. W.; Liu, X. H.; Zhang, Y.; Guo, Y. L.; Guo, Y.; Lu, G. Z. Superparamagnetic Aminopropyl-Functionalized Silica Core-Shell Microspheres as Magnetically Separable Carriers for Immobilization of Penicillin G Acylase J. Mol. Catal., B 2010, 63, 50
13. Danial, E. N.; Elnashar, M. M. M.; Awad, G. E. A. Immobilized Inulinase on Grafted Alginate Beads Prepared by the One-Step and the Two-Steps Methods Ind. Eng. Chem. Res. 2010, 49, 3120
14. Wang, W.; Deng, L.; Peng, Z. H.; Xiao, X. Study of the Epoxydized Magnetic Hydroxyl Particles as a Carrier for Immobilizing Penicillin G Acylase Enzyme Microb. Technol. 2007, 40, 255
15. Grazú, V.; Abian, O.; Mateo, C.; Batista-Viera, F.; Fernández-Lafuente, R.; Guisán, J. M. Stabilization of Enzymes by Multipoint Immobilization of Thiolated Proteins on New Epoxy-Thiol Supports Biotechnol. Bioeng. 2005, 90, 597
16. Elnashar, M. M. M.; Danial, E. N.; Awad, G. E. A. Novel Carrier of Grated Alginate for Covalent Immobilization of Inulinase Ind. Eng. Chem. Res. 2009, 48, 9781
17. Elnashar, M. M. M.; Yassin, M. A.; Kahil, T. Novel Thermally and Mechanically Stable Hydrogel for Enzyme Immobilization of Penicillin G Acylase Via Covalent Technique J. Appl. Polym. Sci. 2008, 109, 4105
18. Hartmann, M.; Jung, D. Biocatalysis with Enzymes Immobilized on Mesoporous Hosts: The Status Quo and Future Trends J. Mater. Chem. 2010, 20, 844
19. Hirsh, S. L.; Bilek, M. M. M.; Nosworthy, N. J.; Kondyurin, A.; dos Remedios, C. G.; McKenzie, D. R. A Comparison of Covalent Immobilization and Physical Adsorption of a Cellulase Enzyme Mixture Langmuir 2010, 26, 14380
20. Sousa, H. A.; Rodrignes, C.; Klein, E.; Afonso, C. A. M.; Crespo, J. G. Immobilisation of Pig Liver Esterase in Hollow Fibre Membranes Enzyme Microb. Technol. 2001, 29, 625
21. Li, W.; Zhang, J. L.; Zhang, C. X.; Feng, X. Y.; Han, B. X.; Yang, G. Y. Synthesis of α-Chymotrypsin/Polymer Composites by a Reverse Micelle/Gas Antisolvent Method Colloids Surf., B 2007, 59, 11
22. Ke, Y.-M.; Chen, C.-I.; Kao, P.-M.; Chen, H.-B.; Huang, H.-C.; Yao, C.-J.; Liu, Y.-C. Preparation of the Immobilized Metal Affinity Membrane with High Amount of Metal Ions and Protein Adsorption Efficiencies Process Biochem. 2010, 45, 500
23. 2 Biochem. Eng. J. 2006, 28, 140
24. Kang, Y.; He, J.; Guo, X. D.; Guo, X.; Song, Z. H. Influence of Pore Diameters on the Immobilization of Lipase in SBA-15 Ind. Eng. Chem. Res. 2007, 46, 4474
25. Myakonkaya, O.; Eastoe, J.; Mutch, K. J.; Grillo, I. Polymer-Induced Recovery of Nanoparticles from Microemulsions Phys. Chem. Chem. Phys. 2011, 13, 3059
26. Hu, S. Q.; Zhang, Z. F.; Zhou, Y. X.; Han, B. X.; Fan, H. L.; Li, W. J.; Song, J. L.; Xie, Y. Conversion of Fructose to 5-Hydroxymethylfurfural Using Ionic Liquids Prepared from Renewable Materials Green Chem. 2008, 10, 1280
27. Seddon, K. R.; Stark, A.; Torres, M.-J. Influence of Chloride, Water, and Organic Solvents on the Physical Properties of Ionic Liquids Pure Appl. Chem. 2000, 72, 2275
28. Amarasekara, A. S.; Wiredu, B. Degradation of Cellulose in Dilute Aqueous Solutions of Acidic Ionic Liquid 1-(1-Propylsulfonic)-3-Methylimidazolium Chloride, and P-Toluenesulfonic Acid at Moderate Temperatures and Pressures Ind. Eng. Chem. Res. 2011, 50, 12276
29. Amarasekara, A. S.; Owereh, O. S. Hydrolysis and Decomposition of Cellulose in Bronsted Acidic Ionic Liquids under Mild Conditions Ind. Eng. Chem. Res. 2009, 48, 10152
30. Liu, J. H.; Cheng, S. Q.; Zhang, J. L.; Feng, X. Y.; Fu, X. G.; Han, B. X. Reverse Micelles in Carbon Dioxide with Ionic-Liquid Domains Angew. Chem., Int. Ed. 2007, 46, 3313
31. Xia, M.; Lu, Y.o. A Novel Neutral Ionic Liquid-Catalyzed Solvent-Free Synthesis of 2,4,5-Trisubstituted Imidazoles under Microwave Irradiation J. Mol. Catal., A 2007, 265, 205
32. Li, Z. H.; Liu, Z. M.; Zhang, J. L.; Han, B. X.; Du, J. M.; Gao, Y.n.; Jiang, T. Synthesis of Single-Crystal Gold Nanosheets of Large Size in Ionic Liquids J. Phys. Chem. B 2005, 109, 14445
33. Baltus, R. E.; Culbertson, B. H.; Dai, S.; Luo, H.; DePaoli, D. W. Low-Pressure Solubility of Carbon Dioxide in Room-Temperature Ionic Liquids Measured with a Quartz Crystal Microbalance J. Phys. Chem. B 2004, 108, 721
34. 2 Using Ionic Liquids Catal. Today 2006, 115, 61
35. Harper, N. D.; Nizio, K. D.; Hendsbee, A. D.; Masuda, J. D.; Robertson, K. N.; Murphy, L. J.; Johnson, M. B.; Pye, C. C.; Clyburne, J. A. C. Survey of Carbon Dioxide Capture in Phosphonium-Based Ionic Liquids and End-Capped Polyethylene Glycol Using DETA (DETA = Diethylenetriamine) as a Model Absorbent Ind. Eng. Chem. Res. 2011, 50, 2822
36. Moganty, S. S.; Baltus, R. E. Diffusivity of Carbon Dioxide in Room-Temperature Ionic Liquids Ind. Eng. Chem. Res. 2010, 49, 9370
37. Moganty, S. S.; Baltus, R. E. Regular Solution Theory for Low Pressure Carbon Dioxide Solubility in Room Temperature Ionic Liquids: Ionic Liquid Solubility Parameter from Activation Energy of Viscosity Ind. Eng. Chem. Res. 2010, 49, 5846
38. Dai, S.; Ju, Y. H.; Barnes, C. E. Solvent Extraction of Strontium Nitrate by a Crown Ether Using Room-Temperature Ionic Liquids J. Chem. Soc., Dalton Trans. 1999, 8, 1201
39. Belluomini, G. J.; Pendergast, J. G.; Domke, C. H.; Ussing, B. R. Performance of Several Ionic Liquids for the Separation of 1-Octene from N-Octane Ind. Eng. Chem. Res. 2009, 48, 11168
40. Sherren, C. N.; Mu, C.; Webb, M. I.; McKenzie, I.; McCollum, B. M.; Brodovitch, J.-C.; Percival, P. W.; Storr, T.; Seddon, K. R.; Clyburne, J. A. C.; Walsby, C. J. Merging the Chemistry of Electron-Rich Olefins with Imidazolium Ionic Liquids: Radicals and Hydrogen-Atom Adducts Chem. Sci. 2011, 2, 2173
41. Cole, A. C.; Jensen, J. L.; Ntai, I.; Tran, K. L. T.; Weaver, K. J.; Forbes, D. C.; Davis, J. H., Jr. Novel Brønsted Acidic Ionic Liquids and Their Use as Dual Solvent-Catalysts J. Am. Chem. Soc. 2002, 124, 5962
42. Zhao, G. Y.; Jiang, T.; Gao, H. X.; Han, B. X.; Huang, J.; Sun, D. H. Mannich Reaction Using Acidic Ionic Liquids as Catalysts and Solvents Green Chem. 2004, 6, 75
43. Noritomi, H.; Suzuki, K.; Kikuta, M.; Kato, S. Catalytic Activity of α-Chymotrypsin in Enzymatic Peptide Synthesis in Ionic Liquids Biochem. Eng. J. 2009, 47, 27
44. Hernández-Fernández, F. J.; Ríos, A.P.d.l.; Tomás-Alonso, F.; Gómez, D.; Víllora, G. Stability of Hydrolase Enzymes in Ionic Liquids Can. J. Chem. Eng. 2009, 87, 910
45. Lau, R. M.; Rantwijk, F.v.; Seddon, K. R.; Sheldon, R. A. Lipase-Catalyzed Reactions in Ionic Liquids Org. Lett. 2000, 2, 4189
46. Jiang, Y. Y.; Guo, C.; Xia, H. S.; Mahmood, I.; Liu, C. Z.; Liu, H. Z. Magnetic Nanoparticles Supported Ionic Liquids for Lipase Immobilization Enzyme Activity in Catalyzing Esterification J. Mol. Catal., B 2009, 58, 103
47. Liu, G.; Guan, Y. P.; Ge, Y.; Xie, L. Preparation of Monodisperse Magnetic Polystyrene Microspheres and Its Surface Chemical Modification J. Appl. Polym. Sci. 2011, 120, 3278
48. Wang, Q.; Guan, Y. P.; Ren, X. F.; Cha, G. J.; Yang, M. Z. Rapid Extraction of Low Concentration Heavy Metal Ions by Magnetic Fluids in High Gradient Magnetic Separator Sep. Purif. Technol. 2011, 82, 185
49. Elnashar, M. M. M. Review Article: Immobilized Molecules Using Biomaterials and Nanobiotechnology J. Biomater. Nanobiotechnol. 2010, 1, 61
50. Valkenberg, M. H.; deCastro, C.; Holderich, W. F. Immobilisation of Chloroaluminate Ionic Liquids on Silica Materials Top. Catal. 2001, 14, 139
51. Mehnert, C. P.; Cook, R. A.; Dispenziere, N. C.; Afework, M. Supported Ionic Liquid Catalysis-A New Concept for Homogeneous Hydroformylation Catalysis J. Am. Chem. Soc. 2002, 124, 12932
52. Shi, B. F.; Wang, Y. S.; Guo, Y. L.; Wang, Y. Q.; Wang, Y.; Guo, Y.; Zhang, Z. G.; Liu, X. H.; Lu, G. Z. Aminopropyl-Functionalized Silicas Synthesized by W/O Microemulsion for Immobilization of Penicillin G Acylase Catal. Today 2009, 148, 184
53. Bradford, M. M. A Rapid and Sensitive Method for the Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-Dye Binding Anal. Biochem. 1976, 72, 248
54. Shewale, J. G.; Kumar, K. K.; Ambekar, G. R. Evaluation of Determination of 6-Aminopenicillanic Acid by P -Dimethlaminobenzaldehyde Biotechnol. Tech. 1987, 1, 69
55. Crini, G. Kinetic and Equilibrium Studies on the Removal of Cationic Dyes from Aqueous Solution by Adsorption onto a Cyclodextrin Polymer Dyes Pigm. 2008, 77, 415
56. Haddad, P. S.; Duarte, E. L.; Baptista, M. S.; Goya, G. F.; Leite, C. A. P.; Itri, R. Synthesis and Characterization of Silica-Coated Magnetic Nanoparticles Prog. Colloid Polym. Sci. 2004, 128, 232
57. Huddleston, J. G.; Visser, A. E.; Reichert, W. M.; Willauer, H. D.; Broker, G. A.; Rogers, R. D. Characterization and Comparison of Hydrophilic and Hydrophobic Room Temperature Ionic Liquids Incorporating the Imidazolium Cation Green Chem. 2001, 3, 156
58. Ríos, A.P.d.l.; Hernández-Fernández, F. J.; Rubio, M.; Gómez, D.; Víllora, G. Stabilization of Native Penicillin G Acylase by Ionic Liquids J. Chem. Technol. Biotechnol. 2007, 82, 190
59. Skrob, F.; Becka, S.; Plhackova, K.; Fotopulosova, V.; Kyslik, P. Novel Penicillin G Acylase from Achromobacter sp. CCM 4824 Enzyme Microb. Technol. 2003, 32, 738
60. Palomo, J. M.; Orziz, C.; Fernandez-Lorente, G.; Fuentes, M.; Guisan, J. M.; Fernandez-Lafuente, R. Lipase-Lipase Interactions as a New Tool to Immobilize and Modulate the Lipase Properties Enzyme Microb. Technol. 2005, 36, 447
61. Reshmi, R.; Sanjay, G.; Sugunan, S. Enhanced Activity and Stability of α-Amylase Immobilized on Alumina Catal. Commun. 2006, 7, 460
62. Arslan, A.; Kiralp, S.; Toppare, L.; Bozkurt, A. Novel Conducting Polymer Electrolyte Biosensor Based on Poly (1-Vinyl Imidazole) and Poly (Acrylic Acid) Networks Langmuir 2006, 22, 2912
63. Ho, Y. S.; McKay, G.; Wase, D. A. J.; Forster, C. F. Study of the Sorption of Divalent Metal Ions on to Peat Adsorpt. Sci. Technol. 2000, 18, 639
64. Daoud, F. B. O.; Kaddour, S.; Sadoun, T. Adsorption of Cellulase Aspergillus niger on a Commercial Activated Carbon: Kinetics and Equilibrium Studies Colloids Surf., B 2010, 75, 93
65. Bayramolu, G.; Yilmaz, M.; Arica, M. Y. Affinity Dye-Ligand Poly (Hydroxyethyl Methacrylate)/Chitosan Composite Membrane for Adsorption Lysozyme and Kinetic Properties Biochem. Eng. J. 2003, 13, 35
66. 4 Hollow Nanospheres J. Hazard. Mater. 2010, 181, 1039