Microwave-assisted enzymatic reactions in aqueous media

RSC Green Chemistry

Volumn , Issue , 2010, Pages 123-144

  Zhao, Hua ^a  

^a SAVANNAH STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84897487695     PISSN: 17577039     EISSN: 17577047     Source Type: Book Series    
DOI: 10.1039/9781849730990-00123     Document Type: Article

References (144)

1. D. Adam, Nature, 2003, 421, 571-572
2. D. R. Baghurst and D. M. P. Mingos, J. Chem. Soc. Chem. Commun., 1992, 674-677
3. L. Perreux and A. Loupy, Tetrahedron, 2001, 57, 9199-9223
4. C. O. Kappe and D. Dallinger, Mol. Diversity, 2009, 13, 71-193
5. D. R. Lide, CRC Handbook of Chemistry and Physics, CRC Press Inc., New York, 84th edn., 2003
6. A. C. Metaxes and R. J. Meredith, Industrial Microwave Heating, Peter Perigrinus, London, 1983.
7. T. Razzaq and C. O. Kappe, ChemSusChem, 2008, 1, 123-132
8. R. Hoogenboom, T. F. A. Wilms, T. Erdmenger and U. S. Schubert, Aust. J. Chem., 2009, 62, 236-243
9. S. Caddick, Tetrahedron, 1995, 51, 10403-10432
10. C. O. Kappe, Chem. Soc. Rev., 2008, 37, 1127-1139
11. A. de La Hoz, A. Di'az-Ortiz and A. Moreno, Chem. Soc. Rev., 2005, 34, 164-178
12. R. N. Gedye and J. B. Wei, Can. J. Chem., 1998, 76, 525-532
13. F. Chemat and E. Esveld, Chem. Eng. Technol., 2001, 24, 735-744
14. S. Raulta, A.-C. Gillarda, M.-P. Foloppea and M. Robba, Tetrahedron Lett., 1995, 36, 6673-6674
15. A. Stadler and C. O. Kappe, Eur. J. Org. Chem., 2001, 919-925
16. H.-M. Yu, S.-T. Chen, P. Suree, R. Nuansri and K.-T. Wang, J. Org. Chem., 1996, 61, 9608-9609
17. V. Sridar, Curr. Sci., 1998, 74, 446-450
18. P. Lidström, J. Tierney, B. Watheyb and J. Westman, Tetrahedron, 2001, 57, 9225-9283
19. M. Nüchter, B. Ondruschka, W. Bonrath and A. Gum, Green Chem., 2004, 6, 128-141
20. M. Nüchter, U. Müller, B. Ondruschka, A. Tied and W. Lautenschläger, Chem. Eng. Technol., 2003, 26, 1207-1216
21. I. Roy and M. N. Gupta, Curr. Sci., 2003, 85, 1685-1693
22. B. Rejasse, S. Lamare, M.-D. Legoy and T. Besson, J. Enzyme Inhib. Med. Chem., 2007, 22, 519-527
23. J. M. Collins and N. E. Leadbeater, Org. Biomol. Chem., 2007, 5, 1141- 1150
24. R. Vetrimani, N. Jyothirmayi, P. Haridas Rao and C. S. Ramadoss, Lebensm. Wiss. Technol., 1992, 25, 532-535
25. C. T. Ponne, A. C. Moller, L. M. M. Tijskens, P. V. Bartels and M. M. T. Meijer, J. Agric. Food Chem., 1996, 44, 2818-2824
26. R. C. Anantheswaran and H. S. Ramaswamy, in Handbook of Microwave Technology for Food Applications, Food Science and Technology Series, Vol. 109, ed. A. K. Datta and R. C. Anantheswaran, CRC Press, New York, 2001, pp. 191-213
27. C. Devece, J. N. Rodriguez-Lopez, L. G. Fenoll, J. Tudela, J. M. Catala, E. de los Reyes and F. Garcia-Canovas, J. Agric. Food Chem., 1999, 47, 4506-4511
28. S. Tajchakavit and H. S. Ramaswamy, J. Microwave Power Electromag. Energy, 1995, 30, 141-148
29. R. Lopez-Fandiño, M. Villamiel, N. Corzo and A. Olano, J. Food Prot., 1996, 59, 889-892
30. L. Campanella, M. Cusano, R. Dragone, M. P. Sammartino and G. Visco, Curr. Med. Chem., 2003, 10, 663-669
31. A. T. Modak, S. T. Weintraub, T. H. McCoy and W. B. Stavinoha, J. Pharmacol. Exp. Ther., 1976, 197, 245-252
32. C. Galli and G. Racagni, Methods Enzymol., 1982, 86, 635-642.
33. Y. Ikarashi, Y. Maruyama and W. B. Stavinoha, Jpn. J. Pharmacol., 1984, 35, 371-387
34. E. Marani, P. Bolhuis and M. E. Boon, Histochem. J., 1988, 20, 397-404
35. T. Ozaki, K. Tabuse, T. Tsuji, Y. Nakamura, K. Kakudo and I. Mori, Pathol. Int., 2003, 53, 837-845
36. A. Zaks and A. M. Klibanov, Science, 1984, 224, 1249-1251
37. B. Re'jasse, T. Besson, M.-D. Legoy and S. Lamare, Org. Biomol. Chem., 2006, 4, 3703-3707
38. M. N. Gupta and I. Roy, Eur. J. Biochem., 2004, 271, 2575-2583
39. S. H. Krishna, Biotechnol. Adv., 2002, 20, 239-267
40. Y. L. Khmelnitsky and J. O. Rich, Curr. Opin. Chem. Biol., 1999, 3, 47-53
41. M. N. Gupta, Eur. J. Biochem., 1992, 203, 25-32
42. I. Roy and M. N. Gupta, Tetrahedron, 2003, 59, 5431-5436
43. M. C. Parker, T. Besson, S. Lamare and M.-D. Legoy, Tetrahedron Lett., 1996, 37, 8383-8386
44. J. R. Carrillo-Munoz, D. Bouvet, E. Guibé-Jampel, A. Loupy and A. Petit, J. Org. Chem., 1996, 61, 7746-7749
45. M. Vacek, M. Zarevú cka, Z. Wimmer, K. Strá nský, K. Demnerová and M.-D. Legoy, Biotechnol. Lett., 2000, 22, 1565-1570
46. M. Gelo-Pujic, E. Guibé-Jampel, A. Loupy, S. Galema and D. Mathé, J. Chem. Soc. Perkin Trans., 1996, 1, 2777-2780
47. G. D. Yadav and P. S. Lathi, Synth. Commun., 2005, 35, 1699-1705
48. S. Mazumder, D. D. Laskar, D. Prajapati and M. K. Roy, Chem. Biodiversity, 2004, 1, 925-929
49. G. Lin and W.-Y. Lin, Tetrahedron Lett., 1998, 39, 4333-4336
50. I. Roy, K. Mondal and M. N. Gupta, Biotechnol. Prog., 2003, 19, 1648- 1653
51. M. Gelo-Pujic, E. Guibé-Jampel, A. Loupy and A. Trincone, J. Chem. Soc. Perkin Trans. 1, 1997, 1, 1001-1002
52. M. Porcelli, G. Cacciapuoti, S. Fusco, R. Massa, G. d'Ambrosio, C. Bertoldo, M. De Rosa and V. Zappia, FEBS Lett., 1997, 402, 102-106
53. D. D. Young, J. Nichols, R. M. Kelly and A. Deiters, J. Am. Chem. Soc., 2008, 130, 10048-10049
54. T. R. Ward, J. W. Allis and J. A. Elder, J. Microwave Power, 1975, 10, 315-320
55. E. K. Yeargers, J. B. Langley, A. P. Sheppard and G. K. Huddleston, Ann. N. Y. Acad. Sci., 1975, 247, 301-304
56. H. M. Henderson, K. Hergenroeder and S. S. Stuchly, J. Microwave Power, 1975, 10, 27-35
57. P. Tuengler, F. Keilmann and L. Genzel, Z. Naturforsch., Teil C, 1979, 34, 60-63
58. M. J. Galvin, D. I. McRee and M. Lieberman, Bioelectromagnetics, 1980, 1, 389-396
59. M. J. Galvin, D. L. Parks and D. I. McRee, Radiat. Environ. Biophys., 1981, 19, 149-156.
60. D. B. Millar, J. P. Christopher, J. Hunter and S. S. Yeandle, Bioelectromagnetics, 1984, 5, 165-172
61. K. G. Kabza, J. E. Gestwicki, J. L. McGrath and H. M. Petrassi, J. Org. Chem., 1996, 61, 9599-9602
62. M. L. Belkhode, A. M. Muc and D. L. Johnson, J. Microwave Power, 1974, 9, 23-29
63. R. B. Olcerst and R. Rabinowitz, Radiat. Environ. Biophys., 1978, 15, 289-295
64. M. Bini, A. Checcucci, A. Ignesti, L. Millanta, N. Rubino, G. Camici, G. Manao and G. Ramponi, J. Microwave Power, 1978, 13, 95-100
65. M. Gelo-Pujic, E. Guibé-Jampel and A. Loupy, Tetrahedron, 1997, 53, 17247-17252
66. F. La Cara, S. D'Auria, M. R. Scarfi, O. Zeni, R. Massa, G. d'Ambrosio, G. Franceschetti, M. De Rosa and M. Rossi, Protein Peptide Lett., 1999, 6, 155-162
67. F. La Cara, M. R. Scarffi, S. D'Auria, R. Massa, G. d'Ambrosio, G. Franceschetti, M. Rossi and M. De Rosa, Bioelectromagnetics, 1999, 20, 172-176
68. A. Hategan, D.Martin, A. Popescu, C. Oproiu and I. Margaritescu, Bulg. J. Phys., 2000, 27, 203-206
69. R. K. Saxena, J. Isar, S. Saran, R. Kaushik and W. S. Davidson, Curr. Sci., 2005, 89, 1000-1003
70. S. Zhu, Y. Wu, Z. Yu, X. Zhang, H. Li and M. Gao, Bioresour. Technol., 2006, 97, 1964-1968
71. S. Bradoo, P. Rathi, R. K. Saxena and R. Gupta, J. Biochem. Biophys. Methods, 2002, 51, 115-120
72. H.-M. Yu, S.-T. Chen, S.-H. Chiou and K.-T. Wang, J. Chromatogr., 1986, 456, 357-362
73. S.-T. Chen, S.-H. Chiou, Y.-H. Chu and K.-T. Wang, Int. J. Peptide Protein Res., 1987, 30, 572-576
74. S.-H. Chiou and K.-T. Wang, J. Chromatogr., 1989, 491, 424-431
75. E. Marconi, G. Panfili, L. Bruschi, V. Vivanti and L. Pizzoferrato, Amino Acids, 1995, 8, 201-208
76. J. L. Capelo, R. Carreira, M. Diniz, L. Fernandes, M. Galesio, C. Lodeiro, H. M. Santos and G. Vale, Anal. Chim. Acta, 2009, 650, 151- 159
77. B. N. Pramanik, U. A. Mirza, Y. H. Ing, Y.-H. Liu, P. L. Bartner, P. C. Weber and A. K. Bose, Protein Sci., 2002, 11, 2676-2687
78. W. N. Sandoval, V. Pham, E. S. Ingle, P. S. Liu and J. R. Lill, Comb. Chem. High Throughput Screening, 2007, 10, 751-765
79. J. R. Lill, E. S. Ingle, R. S. Liu, V. Pham and W. N. Sandoval, Mass Spectrom. Rev., 2007, 26, 657-671
80. W. Sun, S. Gao, L. Wang, Y. Chen, S. Wu, X. Wang, D. Zheng and Y. Gao, Mol. Cell. Proteomics, 2006, 5, 769-776
81. S. Lin, G. Yao, D. Qi, Y. Li, C. Deng, P. Yang and X. Zhang, Anal. Chem., 2008, 80, 3655-3665
82. S. Lin, D. Yun, D. Qi, C. Deng, Y. Li and X. Zhang, J. Proteome Res., 2008, 7, 1297-1307
83. A. Miao, Y. Dai, Y. Ji, Y. Jiang and Y. Lu, Biochem. Biophys. Res. Commun., 2009, 380, 603-608
84. F. J. Izquierdo, I. Alli, R. Gó mez, H. S. Ramaswamy and V. Yaylayan, Food Chem., 2005, 92, 713-719
85. F. J. Izquierdo, E. Penas, M. L. Baeza and R. Gomez, Int. Dairy J., 2008, 18, 918-922
86. H. W. Vesper, L. Mi, A. Enada and G. L. Myers, Rapid Commun. Mass Spectrom., 2005, 19, 2865-2870
87. H.-F. Juan, S.-C. Chang, H.-C. Huang and S.-T. Chen, Proteomics, 2005, 5, 840-842
88. S.-S. Lin, C.-H. Wu, M.-C. Sun, C.-M. Sun and Y.-P. Ho, J. Am. Soc. Mass Spectrom., 2005, 16, 581-588
89. X. Liu, K. Chan, I. K. Chu and J. Li, Carbohydr. Res., 2008, 343, 2870- 2877
90. L. M. Stencel, C. M. Kormos, K. B. Avery and N. E. Leadbeater, Org. Biomol. Chem., 2009, 7, 2452-2457
91. S.-T. Chen, S.-Y. Chen, S.-C. Hsiao and K.-T. Wang, Biotechnol. Lett., 1991, 13, 773-778
92. T. Kijima, K. Ohshima and H. Kise, J. Chem. Technol. Biotechnol., 1994, 59, 61-65
93. H. Zhao, J. Mol. Catal. B: Enzym., 2005, 37, 16-25
94. H. Zhao, O. Olubajo, Z. Song, A. L. Sims, T. E. Person, R. A. Lawal and L. A. Holley, Bioorg. Chem., 2006, 34, 15-25
95. T. Maugard, D. Gaunt, M. D. Legoy and T. Besson, Biotechnol. Lett., 2003, 25, 623-629
96. C. M. Gordon, Appl. Cat. A, 2001, 222, 101-117
97. S. Houlton, Chem. Week, 2004 (Feb 25), s10-s11
98. K. R. Seddon, J. Chem. Technol. Biotechnol., 1997, 68, 351-356
99. T. Welton, Chem. Rev., 1999, 99, 2071-2083
100. H. Zhao and S. V. Malhotra, Aldrichim. Acta., 2002, 35, 75-83
101. M. Earle, A. Forestier, H. Olivier-Bourbigou and P. Wasserscheid, in Ionic Liquids in Synthesis, ed. P. Wasserscheid and T. Welton, Wiley-VCH Verlag GmbH, Weinheim, 2003, pp. 174-288
102. N. Jain, A. Kumar, S. Chauhan and S. M. S. Chauhan, Tetrahedron, 2005, 61, 1015-1060
103. W. Wasserscheid and W. Keim, Angew. Chem. Int. Ed., 2000, 39, 3772- 3789
104. P. Wasserscheid and T. Welton (eds), Ionic Liquids in Synthesis, Wiley- VCH Verlag GmbH, Weinheim, 2nd ed., 2008
105. F. Endres and T. Welton, in Ionic Liquids in Synthesis, ed. P. Wasserscheid and T. Welton, Wiley-VCH Verlag GmbH, Weinheim, 2003, pp. 289- 318
106. T. L. Husum, C. T. Jorgensen, M. W. Christensen and O. Kirk, Biocatalysis Biotransform., 2001, 19, 331-338.
107. U. Kragl, M. Eckstein and N. Kaftzik, Curr. Opin. Biotechnol., 2002, 13, 565-571
108. S. Park and R. J. Kazlauskas, Curr. Opin. Biotechnol., 2003, 14, 432-437
109. R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van Rantwijk and K. R. Seddon, Green Chem., 2002, 4, 147-151
110. F. van Rantwijk, R. Madeira Lau and R. A. Sheldon, Trends Biotechnol., 2003, 21, 131-138
111. F. van Rantwijk and R. A. Sheldon, Chem. Rev., 2007, 107, 2757-2785
112. P. Kubisa, Prog. Polym. Sci., 2004, 29, 3-12
113. A. J. Carmichael and D. M. Haddleton, in Ionic Liquids in Synthesis, ed. P. Wasserscheid and T. Welton, Wiley-VCH Verlag GmbH, Weinheim, 2003, pp. 319-335
114. J. F. Brennecke and E. J. Maginn, US Patent, 6,579,343, 2003
115. H. Zhao, S. Xia and P. Ma, J. Chem. Technol. Biotechnol., 2005, 80, 1089- 1096
116. H. Zhao, Chem. Eng. Commun., 2006, 193, 1660-1677
117. A. J. Carmichael and K. R. Seddon, J. Phys. Org. Chem., 2000, 13, 591- 595
118. S. N. V. K. Aki, J. F. Brennecke and A. Samanta, Chem. Commun., 2001, 413-414
119. C. Reichardt, Chem. Rev., 1994, 94, 2319-2358
120. N. E. Leadbeater and H. M. Torenius, J. Org. Chem., 2002, 67, 3145- 3148
121. J. Hoffmann, M. Nuechter, B. Ondruschka and P. Wasserscheid, Green Chem., 2003, 5, 296-299
122. J. K. Lee, D.-C. Kim, C. E. Song and S.-G. Lee, Synth. Commun., 2003, 33, 2301-2307
123. X. Xie, J. Lu, B. Chen, J. Han, X. She and X. Pan, Tetrahedron Lett., 2004, 45, 809-811
124. S.-R. Guo and Y.-Q. Yuan, Synth. Commun., 2006, 36, 1479-1484
125. N. E. Leadbeater, H. M. Torenius and H. Tye, Tetrahedron, 2003, 59, 2253-2258
126. N. E. Leadbeater, H. M. Torenius and H. Tye, Comb. Chem. High Throughput Screening, 2004, 7, 511-528
127. K. Lundell, T. Kurki,M. Lindroos and L. T. Kanerva, Adv. Synth. Catal., 2005, 347, 1110-1118
128. H. Zhao, G. A. Baker, Z. Song, O. Olubajo, L. Zanders and S. M. Campbell, J. Mol. Catal. B: Enzym., 2009, 57, 149-157
129. S. T. Bayley, Trans. Faraday Soc., 1951, 47, 509-517
130. S. Maricic, G. Pifat and V. Parvdic, Biochim. Biophys. Acta - Specialized Sect. Biophys. Subjects, 1964, 79, 293-300
131. S. Takashima and H. P. Schwan, J. Phys. Chem., 1965, 69, 4176-4182
132. A. Tanaka and Y. Ishida, J. Polym. Sci., Polym. Phys. Ed., 1973, 11, 1117-1138
133. S. Oshima, K. Ehata and T. Tomioka, IEICE Trans. Electron., 2000, E83-C, 2-6
134. R. K. Arvela and N. E. Leadbeater, Org. Lett., 2005, 7, 2101-2104
135. J. J. Chen and S. V. Deshpande, Tetrahedron Lett., 2003, 44, 8873-8876
136. J. Kurfürstová and M. Hájek, Res. Chem. Intermed., 2004, 30, 673-681
137. B. K. Singh, P. Appukkuttan, S. Claerhout, V. S. Parmar and E. Van der Eycken, Org. Lett., 2006, 8, 1863-1866
138. N. E. Leadbeater, L. M. Stencel and E. C. Wood, Org. Biomol. Chem., 2007, 5, 1052-1055
139. C. Wakai, A. Oleinikova, M. Ott and H. Weingärtner, J. Phys. Chem. B, 2005, 109, 17028-17030
140. C. Wakai, A. Oleinikova and H. Weingärtner, J. Phys. Chem. B, 2006, 110, 5824
141. T. Köddermann, C. Wertz, A. Heintz and R. Ludwig, Angew. Chem. Int. Ed., 2006, 45, 3697-3702
142. S. N. Baker, G. A. Baker, M. A. Kane and F. V. Bright, J. Phys. Chem. B, 2001, 105, 9663-9668
143. N. Mirkin, J. Jaconcic, V. Stojanoff and A. Moreno, Proteins Struct., Funct., Bioinf., 2008, 70, 83-92
144. J. L. Moreland, A. Gramada, O. V. Buzko, Q. Zhang and P. E. Bourne, BMC Bioinf., 2005, 6, 21.