Core/Shell Molecular Imprinting Microparticles Prepared Using RAFT Technology for Degradation of Paraoxon

Yong Guo; Ying Yang; Lei Zhang; Tian Ying Guo

Macromolecular Research, Vol.19, No.11, 1202-1209, November, 2011

DOI10.1007/s13233-011-1107-2 Export Citation

Core/Shell Molecular Imprinting Microparticles Prepared Using RAFT Technology for Degradation of Paraoxon

Yong Guo, Ying Yang, Lei Zhang, and Tian Ying Guo^†

Key Laboratory of Functional Polymer Materials, Ministry of Education, Institute of Polymer Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, China

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We have developed a uniform core-shell structured surface hydrogel imprinted molecular imprinting polymer (MIP). This was achieved by surface grafting on a disulfide ester modified polystyrene core, using reversible addition-fragmentation transfer polymerization (RAFT) with N-methacryloyl-histidine-Cu2+ complex (MAHCu2+) as the functional monomer and methyl paraoxon as the template to simulate phosphotriesterase (PTE). Subsequently, we investigated the catalytic (hydrolytic) activities of MIP to the template methyl paraoxon and the template analogue ethyl paraoxon. The results showed that the catalytic (hydrolytic) activity of MIP to the template methyl paraoxon was the highest, and the value of k was 8.67×10^(-5) mM·L^(-1)·min^(-1), which was 3.89-fold higher than MIP to ethyl paraoxon and 2.79-fold higher than the non-imprinting polymer (NIP) to methyl paraoxon. The Km and rm of MIP were also determined: the Km was 3.95×10^(-4) M and the rm 2.12 μM/min. The MIP can be reused with only lose 7% of catalytic activity for four cycles.

Keywords:molecular imprinting;catalytic hydrolysis;paraoxon.

[References]

Sungur M, Guven M, Crit. Care, 5, 217 (2001)
Eskenazi B, Bradman A, Castorina R, Environ. Health Perspect., 107, 409 (1999)
Steenland K, Jenkins B, Ames RG, O’Malley M, Chrislip D, Russo J, Am. J. Public Health, 84, 731 (1994)
Samples CR, Howard T, Raushel FM, Biochemistry, 44, 11005 (2005)
Aubert SD, Li YC, Raushel FM, Biochemistry, 43, 5707 (2004)
Watkins LM, Kuo JM, Goodspeed MC, Raushel FM, Proteins: Struct. Funct. Genet., 29, 553 (1997)
Benning MM, Kuo JM, Raushel FM, Holden HM, Biochemistry, 33, 15001 (1994)
Omburo GA, Kuo JM, Mullins LS, Raushel FM, J. Biol. Chem., 267, 13278 (1992)
Samples CR, Raushel FM, DeRose VJ, Biochemistry, 46, 3435 (2007)
Kuo JM, Raushel FM, Biochemistry, 33, 4265 (1994)
Lele BS, Kulkarni MG, Mashelkar RA, Polymer, 40(14), 4063 (1999)
Cheng ZY, Zhang LW, Li YZ, Chem.-Eur. J., 10, 3555 (2004)
Svenson J, Zheng N, Nicholls IA, J. Am. Chem. Soc., 126(27), 8554 (2004)
Chen Wen, Han DK, Ahn KD, Kim JM, Macromol. Res., 10(2), 122 (2002)
Say R, Erdem M, Ersoz A, Turk H, Denizli A, Appl. Catal. A: Gen., 286(2), 221 (2005)
Yamazaki T, Yilmaz E, Mosbach K, Sode K, Anal. Chim. Acta, 435, 209 (2001)
Meng ZH, Yamazaki T, Sode K, Biotechnol. Lett., 25(13), 1075 (2003)
Mitsukami Y, Donovan MS, Lowe AB, McCormick CL, Macromolecules, 34(7), 2248 (2001)
Hosoya K, Kageyama Y, Kimata K, Araki T, Tanaka N, Frechet JM, J. Polym. Sci. A: Polym. Chem., 34(13), 2767 (1996)
Say R, Garipcan B, Emir S, Patlr S, Denizli A, Colloids Surf. A: Physicochem. Eng. Asp., 196, 199 (2002)
Guo TY, Xia YQ, Hao GJ, Song MD, Zhang BH, Biomaterials, 25, 5905 (2004)
Lavanant H, Hecquet E, Hoppilliard Y, Int. J. Mass Spectrom., 185-187, 11 (1999)
Remko M, Fitz D, Rode BM, Amino Acids, 39, 1309 (2010)

[Referenced By]

[1] Sungur M, Guven M, Crit. Care, 5, 217 (2001)

[2] Eskenazi B, Bradman A, Castorina R, Environ. Health Perspect., 107, 409 (1999)

[3] Steenland K, Jenkins B, Ames RG, O’Malley M, Chrislip D, Russo J, Am. J. Public Health, 84, 731 (1994)

[4] Samples CR, Howard T, Raushel FM, Biochemistry, 44, 11005 (2005)

[5] Aubert SD, Li YC, Raushel FM, Biochemistry, 43, 5707 (2004)

[6] Watkins LM, Kuo JM, Goodspeed MC, Raushel FM, Proteins: Struct. Funct. Genet., 29, 553 (1997)

[7] Benning MM, Kuo JM, Raushel FM, Holden HM, Biochemistry, 33, 15001 (1994)

[8] Omburo GA, Kuo JM, Mullins LS, Raushel FM, J. Biol. Chem., 267, 13278 (1992)

[9] Samples CR, Raushel FM, DeRose VJ, Biochemistry, 46, 3435 (2007)

[10] Kuo JM, Raushel FM, Biochemistry, 33, 4265 (1994)

[11] Lele BS, Kulkarni MG, Mashelkar RA, Polymer, 40(14), 4063 (1999)

[12] Cheng ZY, Zhang LW, Li YZ, Chem.-Eur. J., 10, 3555 (2004)

[13] Svenson J, Zheng N, Nicholls IA, J. Am. Chem. Soc., 126(27), 8554 (2004)

[14] Chen Wen, Han DK, Ahn KD, Kim JM, Macromol. Res., 10(2), 122 (2002)

[15] Say R, Erdem M, Ersoz A, Turk H, Denizli A, Appl. Catal. A: Gen., 286(2), 221 (2005)

[16] Yamazaki T, Yilmaz E, Mosbach K, Sode K, Anal. Chim. Acta, 435, 209 (2001)

[17] Meng ZH, Yamazaki T, Sode K, Biotechnol. Lett., 25(13), 1075 (2003)

[18] Mitsukami Y, Donovan MS, Lowe AB, McCormick CL, Macromolecules, 34(7), 2248 (2001)

[19] Hosoya K, Kageyama Y, Kimata K, Araki T, Tanaka N, Frechet JM, J. Polym. Sci. A: Polym. Chem., 34(13), 2767 (1996)

[20] Say R, Garipcan B, Emir S, Patlr S, Denizli A, Colloids Surf. A: Physicochem. Eng. Asp., 196, 199 (2002)

[21] Guo TY, Xia YQ, Hao GJ, Song MD, Zhang BH, Biomaterials, 25, 5905 (2004)

[22] Lavanant H, Hecquet E, Hoppilliard Y, Int. J. Mass Spectrom., 185-187, 11 (1999)

[23] Remko M, Fitz D, Rode BM, Amino Acids, 39, 1309 (2010)