Computational Design and Fabrication of Enantioselective Recognition Sorbents for L-phenylalanine Benzyl Ester on Multiwalled Carbon Nanotubes Using Molecular Imprinting Technology
English
Computational Design and Fabrication of Enantioselective Recognition Sorbents for L-phenylalanine Benzyl Ester on Multiwalled Carbon Nanotubes Using Molecular Imprinting Technology
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Key words:
- Molecular imprinting
- / L-phenylalanine benzyl ester
- / Density functional theory
- / Monomer
- / Cross-linker
- / Selectivity
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[1]
Ertürk, G; Mattiasson, B. Molecular imprinting techniques used for the preparation of biosensors. Sensors 2017, 288, 1-17.
-
[2]
Shah, N; Haneef, M; Park, J; Ul-Islam, M. A Brief overview of molecularly imprinted polymers: from basics to applications. J. Pharm. Res. 2012, 5, 3309-3317.
-
[3]
Ou, J; Dong, J; Tian, T; Hu, J; Ye, M; Zou, H. Enantioseparation of tetrahydropalmatine and Tröger’s base by molecularly imprinted monolith in capillary electrochromatography. J. Biochem. Biophys. Methods 2007, 70, 71-76. doi: 10.1016/j.jbbm.2006.07.003
-
[4]
Lu, Y; Li, C; Zhang, H; Liu, X. Study on the mechanism of chiral recognition with molecularly imprinted polymers. Anal. Chim. Acta 489, 2003, 489, 33-43. doi: 10.1016/S0003-2670(03)00708-6
-
[5]
Mahony, J. O; Karlsson, B. C. G; Nicholls, I. A. Correlated theoretical , spectroscopic and X-ray crystallographic studies of a non-covalent molecularly imprinted polymerisation system. Analyst 2007, 132, 1161-1168. doi: 10.1039/b706258c
-
[6]
Sajini, T; Gigimol, M. G; Mathew, B. A brief overview of molecularly imprinted polymers supported on titanium dioxide matrices. Mater. Today Chem. 2019, 11, 283-295. doi: 10.1016/j.mtchem.2018.11.010
-
[7]
Zhong, C; Yang, B; Jiang, X; Li, J. Critical reviews in analytical chemistry current progress of nanomaterials in molecularly imprinted electrochemical sensing current progress of nanomaterials in molecularly imprinted electrochemical sensing. Crit. Rev. Anal. Chem. 2018, 48, 15-32. doi: 10.1080/10408347.2017.1360762
-
[8]
Rezaei, B; Rahmanian, O. Direct nanolayer preparation of molecularly imprinted polymers immobilized on multiwalled carbon nanotubes as a surface-recognition sites and their characterization. J. Appl. Polym. Sci. 2012, 125, 798-803. doi: 10.1002/app.v125.1
-
[9]
Jacobs, C. B; Peairs, M. J; Venton, B. J; Nanotube based electrochemical sensors for biomolecules. Anal. Chim. Acta 2010, 662, 105-127. doi: 10.1016/j.aca.2010.01.009
-
[10]
Anirudhan, T. S; Alexander, S. Synthesis and characterization of vinyl-functionalized multiwalled carbon nanotubes based molecular imprinted polymer for the separation of chlorpyrifos from aqueous solutions. J. Chem. Technol. Biotechnol. DOI: 10.1002/jctb.4039.
-
[11]
Xu, L; Xu, Z. Molecularly imprinted polymer based on multiwalled carbon nanotubes for ribavirin recognition. J. Polym. Res. 2012, 19, 1-6. doi: 10.1007/s10965-012-0001-8
-
[12]
Kan, X; Zhao, Y; Geng, Z; Wang, Z; Zhu, J. Composites of multiwalled carbon nanotubes and molecularly imprinted polymers for dopamine recognition. J. Phys. Chem. C 2008, 112, 4849-4854.
-
[13]
Scida, K; Stege, P. W; Haby, G; Messina, G. A; and García, C. D. Recent applications of carbon-based nanomaterials in analytical chemistry. Anal. Chim. Acta 2011, 691, 6-17. doi: 10.1016/j.aca.2011.02.025
-
[14]
Prasad, B. B; Srivastava, A; Pandey, I; Tiwari, M. P. Electrochemically grown imprinted polybenzidine nanofilm on multiwalled carbon nanotubes anchored pencil graphite fibers for enantioselective micro-solid phase extraction coupled with ultratrace sensing of D- and L-methionine. J. Chromatogr. B 2013, 912, 65-74. doi: 10.1016/j.jchromb.2012.10.010
-
[15]
Datsyuk, V; Kalyva, M; Papagelis, K; Parthenios, J; Tasis, D; Siokou, A; Kallitsis, I; Galiotis, C. Chemical oxidation of multiwalled carbon nanotubes. Carbon 2008, 6, 2-9.
-
[16]
Nicholls, I. A; Andersson, H. S; Golker, K; Henschel, H; Karlsson, B. C. G; Olsson, G. D; Rosengren, A. M; Shoravi, S; Suriyanarayanan, S; Wiklander, J. G; Wikman, S. Rational design of biomimetic molecularly imprinted materials: Theoretical and computational strategies for guiding nanoscale structured polymer development. Anal. Bioanal. Chem. 2011, 400, 1771-1786. doi: 10.1007/s00216-011-4935-1
-
[17]
Meier, F; Schott, B; Riedel, D; Mizaikoff, B. Computational and experimental study on the influence of the porogen on the selectivity of 4-nitrophenol molecularly imprinted polymers. Anal. Chim. Acta 2012, 744, 68-74. doi: 10.1016/j.aca.2012.07.020
-
[18]
Riahi, S; Farrin, E. T; Javanbakht, M; Mohammad, Ganjali, R; Norouzi, P. A computational approach to studying monomer selectivity towards the template in an imprinted polymer. J. Mol. Model. 2009, 15, 829-836. doi: 10.1007/s00894-008-0437-2
-
[19]
Cowen, T; Karim, K; Piletsky, S. Computational approaches in the design of synthetic receptors -A review. Anal. Chim. Acta 2016, 936, 62-74. doi: 10.1016/j.aca.2016.07.027
-
[20]
Nicholls, I. A; Chavan, S; Golker, K; Karlsson, C. G; Olsson, G. D; Rosengren, A. M. Theoretical and computational strategies for the study of the molecular imprinting process and polymer performance. Adv. Biochem. Eng. Biotechnol. 2015, 150, 25-50.
-
[21]
Batra, D; Shea, K. J. Combinatorial methods in molecular imprinting. Curr. Opin. Chem. Biol. 2003, 7, 434-442. doi: 10.1016/S1367-5931(03)00060-7
-
[22]
Sajini, T; Aravind, K; Mathew, B. Theoretical and computational strategies for the fabrication of enantioselective recognition siteon molecularly imprinted polymers. Int. J. Curr. Adv. Res. 2017, 6.
-
[23]
Nicholls, I. A; Andersson, H. S; Charlton, C; Henschel, H; Karlsson, B. C. G; Karlsson, J. K; Mahony, J. O; Rosengren, A. M; Rosengren, K. J; Wikman, S. Theoretical and computational strategies for rational molecularly imprinted polymer design. Biosens. Bioelectron. 2009, 25, 543-552. doi: 10.1016/j.bios.2009.03.038
-
[24]
Tadi, K. K; Motghare, R. V. Computational and experimental studies on oxalic acid imprinted polymer. J. Chem. Sci. 2013, 125, 413-418. doi: 10.1007/s12039-013-0381-2
-
[25]
Riahi, S; Eynollahi, S; Ganjali, M. R; Norouzi, P. Computational approach to investigation of template/monomer complex in imprinted polymers; dinitrobenzene sensor. Int. J. Electrochem. Sci. 2010, 5, 509-516.
-
[26]
Khan, M. S; Wate, P. S; Krupadam, R. J. Combinatorial screening of polymer precursors for preparation of benzo[α] pyrene imprinted polymer: An ab initio computational approach. J. Mol. Model. 2012, 18, 1969-1981. DOI: 10.1007/s00894-011-1218-x.
-
[27]
Nicholls, I. A; Karlsson, C. G; Olsson, G, D. Rosengren, A. M. Computational strategies for the design and study of molecularly imprinted materials. Ind. Eng. Chem. Res. 2018, 10, 27.
-
[28]
McCormick, T. M; Bridges, C. R; Carrera, E. I, Dicarmine, P. M; Gibson, G. L; Hollinger, J; Kozycz, L. M; Seferos, D. S. Conjugated polymers: Evaluating DFT methods for more accurate orbital energy modeling. Macromolecules 2013, 46, 3879-3886. DOI: 10.1021/ma4005023.
-
[29]
Singh, A. K; Singh, M. Designing L-serine targeted molecularly imprinted polymer via theoretical investigation. J. Theor. Comput. Chem. 2016, 15, DOI: 10.1142/S0219633616500413.
-
[30]
Mojica, E. R. E. Screening of different computational models for the preparation of sol-gel imprinted materials, J. Mol. Model. 2013, 19, 3911-3923, DOI: 10.1007/s00894-013-1928-3.
-
[31]
Silva, C. F; Borges, K. B; Soares, C. Rational design of a molecularly imprinted polymer for dinotefuran: theoretical and experimental studies aimed at the development of an efficient adsorbent for microextraction by packed sorbent. Analyst 2018, 143, 141-149. doi: 10.1039/C7AN01324H
-
[32]
Pardeshi, S; Patrikar, R; Dhodapkar, R; Kumar, A. Validation of computational approach to study monomer selectivity toward the template Gallic acid for rational molecularly imprinted polymer design. J. Mol. Model. 2012, 18, 4797-4810. doi: 10.1007/s00894-012-1481-5
-
[33]
Acquaye, C. T. A; Gorecki, M; Wilchek, M; Votano, J. R; Rich, A. Antisickling activity of amino acid benzyl esters. Proc. Natl. Acad. Sci. 1980, 77, 181-185. doi: 10.1073/pnas.77.1.181
-
[34]
Acquaye, C. T. A; Young, J. D; Ellory, J. C; Gorecki, M; Wilchek, M. Mode of transport and possible mechanism of action of L-phenylalanine benzyl ester as an anti-sickling agent. Biochim. Biophys. Acta 1982, 693, 407-416. doi: 10.1016/0005-2736(82)90448-5
-
[35]
Frisch, G. E. S. M. J.; Trucks, G. W.; Schlegel, H. B.; Robb, B. M. M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Petersson, H. P. H. G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Izmaylov, M. H. A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Ehara, T. N. M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Honda, J. Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, J. A.; Peralta, E. B. J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Kudin, J. N. K. N.; Staroverov, V. N.; Keith, T.; Kobayashi, R.; Raghavachari, J. T. K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Cossi, J. B. C. M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Bakken, R. E. S. V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Yazyev, J. W. O. O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Martin, G. A. V. R. L.; Morokuma, K.; Zakrzewski, V. G.; Salvador, A. D. D. P.; Dannenberg, J. J.; Dapprich S.; Farkas, D. J. F. O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J. Gaussian 09 Revis. D.01, 2013.
-
[36]
Dennington, R.; Keith, T.; Millam, J. Semichem Inc. Shawnee Mission. KS, 2016.
-
[37]
Polimer. P; Molekul, C. Synthesis and characterization of a molecularly imprinted polymer for Pb2+ uptake using 2-vinylpyridine as the complexing monomer. Sains. Malaysiana 2010, 39, 829-835.
-
[38]
Zakaria, N. D; Yusof, N. A; Haron, J; Abdullah, A. H. Synthesis and evaluation of a molecularly imprinted polymer. Int. J. Mol. Sci. 2009, 10, 354-365. doi: 10.3390/ijms10010354
-
[39]
Zhang, W; Li, Q; Cong, J; Wei, B; Wang, S. Mechanism analysis of selective adsorption and specific recognition by molecularly imprinted polymers of Ginsenoside Re. Polymers 2018, 10. DOI: 10.3390/polym10020216.
-
[40]
Yuan, H; Ma, X; Xu, Z. Pore structure analysis of PFSA/SiO2 composite catalysts from nitrogen adsorption isotherms. Sci. China Chem. 2011, 54, 257-262. doi: 10.1007/s11426-010-4185-7
-
[41]
Li, S; Huang, X; Zheng, M; Li, W; Tong, K. Molecularly imprinted polymers: Thermodynamic and kinetic considerations on the specific sorption and molecular recognition. Sensors 2008, 8, 2854-2864. doi: 10.3390/s8042854
-
[42]
Karim, K; Breton, F; Rouillon, R; Piletska, E. V; Guerreiro, A; Chianella, I; Piletsky, S. A. How to find effective functional monomers for effective molecularly imprinted polymers?. Adv. Drug Deliv. Rev. 2005, 57, 1795-1808. doi: 10.1016/j.addr.2005.07.013
-
[43]
Liu, J; Wang, Y; Tang, S. Theoretical guidance for experimental research of the dicyandiamide and methacrylic acid molecular imprinted polymer. New J. Chem. 2017, 41, 13370-13376. doi: 10.1039/C7NJ00207F
-
[44]
Muhammad, T; Nur, Z; Piletska, E. V; Piletsky, S. A. Rational design of molecularly imprinted polymer: the choice of cross-linker. Analyst 2012, 137, 2623-2628. doi: 10.1039/c2an35228a
-
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