Computational predictions and experimental affinity distributions for a homovanillic acid molecularly imprinted polymer

被引:70
作者
Dineiro, Yolanda [1 ]
Menendez, M. Isabel [1 ]
Blanco-Lopez, M. Carmen [1 ]
Lobo-Castanon, M. Jesus [1 ]
Miranda-Ordieres, Arturo J. [1 ]
Tunon-Blanco, Paulino [1 ]
机构
[1] Univ Oviedo, Dept Quim Fis & Analit, Oviedo 33006, Spain
关键词
molecularly imprinted polymers; computational design; homovanillic acid; binding isotherms;
D O I
10.1016/j.bios.2006.03.027
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
Density Functional Theory calculations have been used to select, among a set of chemicals traditionally used in the formulation of non-covalent molecularly imprinted polymers (MIPs), the best functional monomer and porogenic solvent for the construction of a recognition element for the dopamine metabolite homovanillic acid (HVA). Theoretical predictions were confirmed through batch binding assays and voltammetric detection. The computational method predicts that trifluoromethacrylic acid and toluene are the monomer and solvent rendering the highest stabilization energy for the pre-polymerization adducts. HVA-MIP prepared using this formulation gives rise to a binding isotherm that is accurately modelled by the Freundlich isotherm. The binding properties of this polymer were estimated using affinity distribution analysis. An apparent number of sites of 13 mu mol g(-1) with an average affinity constant of 2 x 10(4) M-1 was obtained in the concentration window studied. (c) 2006 Elsevier B.V.. All rights reserved.
引用
收藏
页码:364 / 371
页数:8
相关论文
共 30 条
[1]   Imprinted polymers: artificial molecular recognition materials with applications in synthesis and catalysis [J].
Alexander, C ;
Davidson, L ;
Hayes, W .
TETRAHEDRON, 2003, 59 (12) :2025-2057
[2]  
[Anonymous], 2001, MOL IMPRINTED POLYM
[3]   Electrochemical sensors based on molecularly imprinted polymers [J].
Blanco-López, MC ;
Lobo-Castañón, MJ ;
Miranda-Ordieres, AJ ;
Tuñón-Blanco, P .
TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 2004, 23 (01) :36-48
[4]   Voltammetric sensor for vanillylmandelic acid based on molecularly imprinted polymer-modified electrodes [J].
Blanco-López, MC ;
Lobo-Castañón, MJ ;
Miranda-Ordieres, AJ ;
Tuñón-Blanco, P .
BIOSENSORS & BIOELECTRONICS, 2003, 18 (04) :353-362
[5]   Rational design of a polymer specific for microcystin-LR using a computational approach [J].
Chianella, I ;
Lotierzo, M ;
Piletsky, SA ;
Tothill, IE ;
Chen, BN ;
Karim, K ;
Turner, APF .
ANALYTICAL CHEMISTRY, 2002, 74 (06) :1288-1293
[6]   Ab initio study of solvated molecules: A new implementation of the polarizable continuum model [J].
Cossi, M ;
Barone, V ;
Cammi, R ;
Tomasi, J .
CHEMICAL PHYSICS LETTERS, 1996, 255 (4-6) :327-335
[7]  
Díaz-García ME, 2004, SPR S C S B, V1, P35
[8]   Computational approach to the rational design of molecularly imprinted polymers for voltammetric sensing of homovanillic acid [J].
Diñeiro, Y ;
Menéndez, MI ;
Blanco-López, MC ;
Lobo-Castañón, MJ ;
Miranda-Ordieres, AJ ;
Tuñón-Blanco, P .
ANALYTICAL CHEMISTRY, 2005, 77 (20) :6741-6746
[9]   Molecularly imprinted polymers: The next generation [J].
Haupt, K .
ANALYTICAL CHEMISTRY, 2003, 75 (17) :376A-383A
[10]   Method for synthesis and screening of large groups of molecularly imprinted polymers [J].
Lanza, F ;
Sellergren, B .
ANALYTICAL CHEMISTRY, 1999, 71 (11) :2092-2096