Chiral separation with polyurea membrane consisting of L-lysinyl residue: Proposal of facile method for prediction of permselectivity

Journal of Applied Polymer Science

Volumn 128, Issue 1, 2013, Pages 123-131

  Hatanaka, Makoto ^a   Nishioka, Yuki ^a   Yoshikawa, Masakazu ^a  

^a KYOTO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

chiral separation; lysinyl residue; molecular imprinting; optical resolution; permselectivity; polyurea; prediction of permselectivity

Indexed keywords

CHIRAL SEPARATIONS; LYSINYL RESIDUE; MOLECULAR IMPRINTING; OPTICAL RESOLUTION; PERMSELECTIVITIES; POLYUREAS;

AMINO ACIDS; BIOSYNTHESIS; CHIRALITY; FORECASTING; MOLECULAR MODELING; MOLECULAR RECOGNITION; POLYMERIZATION; TOLUENE;

MEMBRANES;

EID: 84872297920     PISSN: 00218995     EISSN: 10974628     Source Type: Journal    
DOI: 10.1002/app.38141     Document Type: Article

References (47)

1. Voet, D.; Voet, J. G., Biochemistry; Wiley: New York, 1990.
2. McKee, T.; Mckee, J. R., The Molecular Basis of Life, 3rd ed.; WCB/McGraw-Hill: Boston, 2003.
3. Afonso, C. A. M.; Crespo, J. G., Angew. Chem. Int. Ed. 2004, 43, 5293.
4. Maier, N. M.; Lindner, W., Anal. Bioanal. Chem. 2007, 389, 377.
5. Xie, R.; Chu, L.-Y.; Deng, J.-G., Chem. Soc. Rev. 2008, 37, 1243.
6. Higuchi, A.; Tamai, M.; Ko, Y.-A.; Tagawa, T.; Wu, Y.-H.; Freeman, B. D.; Bing, J.-T.; Chang, Y.; Ling, Q.-D., Polym. Rev., 2010, 50, 113.
7. Newcomb, M.; Toner, J. L.; Helgeson, R. C.; Cram, D. J., J. Am. Chem. Soc. 1979, 101, 4941.
8. Yamaguchi, T.; Nishimura, K.; Shinbo, T.; Sugiura, M., Chem. Lett. 1985, 14, 1549.
9. Pickering, P. J.; Chaudhuri, J. B., J. Membr. Sci. 1997, 127, 115.
10. Maximini, A.; Chmiel, H.; Holdik, H.; Maier, N. W., J. Membr. Sci. 2006, 276, 221.
11. Maruyama, A.; Adachi, N.; Takatuki, T.; Torii, M.; Sanui, K.; Ogata, N., Macromolecules 1990, 23, 2748.
12. Masawaki, T.; Sasai, M.; Tone, S., J. Chem. Eng. Jpn. 1992, 25, 33.
13. Aoki, T.; Tomizawa, S.; Oikawa, E., J. Membr. Sci. 1995, 99, 117.
14. Yoshikawa, M.; Izumi, J.; Kitao, T., React. Polym. 1999, 42, 93.
15. Thoelen, C.; De bruyn, M.; Theunisses, E.; Kondo, Y.; Vankelecom, I. F. J.; Grobet, P.; Yoshikawa, M.; Jacobs, P. A., J. Membr. Sci. 2001, 186, 153.
16. Yoshikawa, M.; Izumi, J., Macromol. Biosci. 2003, 3, 487.
17. Higuchi, A.; Higuchi, Y.; Furuta, K.; Yoon, B. O.; Hara, M.; Maniwa, S.; Saitoh, M.; Sanui, K., J. Membr. Sci. 2003, 221, 207.
18. Teraguchi, M.; Mottate, K.; Kim, S.-Y.; Aoki, T.; Kaneko, T.; Hadano, S.; Masuda, T., Macromolecules 2005, 38, 6367.
19. Xie, S.-M.; Wang, W.-F.; Ai, P.; Yamg, M.; Yuan, L.-M., J. Membr. Sci. 2008, 321, 293.
20. Nakagawa, M.; Ikeuchi, Y.; Yoshiakwa, M., Polymer 2008, 49, 4612.
21. Ikeuchi, Y.; Nakagawa, M.; Yoshikawa, M.; Yoshida, H.; Sakurai, S., J. Polym. Sci. Part A: Polym. Chem. 2009, 47, 2530.
22. Sueyoshi, Y.; Fukushima, C.; Yoshikawa, M., J. Membr. Sci. 2010, 357, 90.
23. Hashimoto, T.; Yoshikawa, M., Curr. Nanosci. 2011, 7, 915.
24. Hatanaka, M.; Nishioka, Y.; Yoshikawa, M., Macromol. Chem. Phys. 2011, 212, 1351.
25. Nakagawa, M.; Ikeuchi, Y.; Yoshikawa, M.; Yoshida, H.; Sakurai, S., J. Appl. Polym. Sci. 2012, 123, 857.
26. Higuchi, A.; Ishida, Y.; Nakagawa, T., Desalination 1993, 90, 107.
27. Romero, J.; Zydney, L., J. Membr. Sci. 2002, 209, 107.
28. Koter, I.; Ceynowa, J., J Mol Catal B: Enzyme 2003, 17, 24.
29. Bodalo, A.; Gomez, J. L.; Gomez, E.; Maximo, M. F.; Montiel, M. C., Enzyme Microb. Technol. 2004, 35, 261.
30. Miyako, E.; Maruyama, T.; Kamiya, N.; Goto, M., J. Am. Chem. Soc. 2004, 126, 8622.
31. Riddick, J. A.; Bunger, W. B.; Sakano, T. K., Organic Solvents, 4th ed.; Wiley: New York, 1986.
32. Silverstein, R. M.; Webster F. X., Spectrometric Identification of Organic Compounds, 6th ed.; Wiley: New York, 1998.
33. Stevens, M. P., Polymer Chemistry, 2nd ed.; Wiley: New York, 1990.
34. Feldman, D.; Barbalata, A.,; Synthetic Polymers; Chapman & Hall: London, 1996.
35. Walton, D. J.; Lorimer, J. P., Polymers; Oxford University Press: Oxford, 2000.
36. Piletsky, S. A.; Panasyuk, T. L.; Piletskaya, E. V.; Nicholls, L. A.; Ulbricht, M., J. Membr. Sci. 1999, 157, 263.
37. Haupt, K.; Mosbach, K., Chem. Rev. 2000, 100, 2495.
38. Sellergren, B., Ed. Molecularly Imprinted polymers, Man-made Mimics of Antibodies and Their Applications in Analytical Chemistry; Elsevier: Amsterdam, 2001.
39. Wulff, G., Chem. Rev. 2001, 102, 1.
40. Ulbricht, M., J. Chromatogr. B 2004, 804, 113.
41. Alexander, C.; Andersson, H. S.; Andersson, L. I.; Ansell, R. J.; Kirsch, N.; Nicholls, I. A.; O'Mahony, J.; Whitcombe, M. J., J. Mol. Recogn. 2006, 19, 106.
42. Yoshikawa, M., In Molecular and Ionic Recognition with Imprinted Polymers;, Bartsch, R. A.; Maeda, M., Eds.; ACS, Washington, DC, 1998; Chapter 12, pp 170-187.
43. Yoshikawa, M., Bioseparation 2001, 10, 277.
44. Yoshikawa, M.; Izumi, J.; Kitao, T.; Guiver, M. D.; Robertson, G. P., Polym. Bull. 1998, 40, 517.
45. Yoshikawa, M.; Nakai, K.; Matsumoto, H.; Tanioka, A.; Guiver, M. D.; Robertson, G. P., Macromol. Rapid. Commun. 2007, 28, 2100.
46. Sueyoshi, Y.; Utsunomiya, A.; Yoshikawa, M.; Robertson, G. P.; Guiver, M. D., J. Membr. Sci, 2012, 89, 401.
47. Kondo, Y., Yoshikawa, M.; Okushita, H., Polym. Bull. 2000, 44, 517.