Molecular imprinting for anion recognition in aqueous media

Microchimica Acta

Volumn 176, Issue 1-2, 2012, Pages 23-47

  Wu, Xiangyang ^a  

^a Department of Teacher Education and Department of Sociology and Anthropology   (United States)

Author keywords

Anion recognition; Heterogeneity; Molecular imprinting; Selectivity

Indexed keywords

EID: 84855359279     PISSN: 00263672     EISSN: 14365073     Source Type: Journal    
DOI: 10.1007/s00604-011-0683-3     Document Type: Article

References (131)

1. Bianchi A, Bowman-James K, Garcia-España E (1997) Supramolecular chemistry of anions. WILEY-VCH, New York.
2. Beer PD, Gale PA (2001) Anion recognition and sensing: the state of the art and future perspectives. Angew Chem Int Ed 40: 486-516.
3. Shannon RD (1976) Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides. Acta Crystallogr A 32: 751-767.
4. Hofmeister F (1888) Zur Lehre von der Wirkung der Salze. Arch Exp Pathol Pharmacol 24: 247-260 [Title translation: About the science of the effect of salts.].
5. Hosseini MW (2003) Molecular tectonics: from molecular recognition of anions to molecular networks. Coordin Chem Rev 240: 157-166.
6. García-España E, Díaz P, Llinares JM, Bianchi A (2006) Anion coordination chemistry in aqueous solution of polyammonium receptors. Coordin Chem Rev 250: 2952-2986.
7. Vilar R (2003) Anion-templated synthesis. Angew Chem Int Ed 42: 1460-1477.
8. Gimeno N, Vilar R (2006) Anions as templates in coordination and supramolecular chemistry. Coordin Chem Rev 250: 3161-3189.
9. Ewen SL, Steinke JHG (2008) Molecularly imprinted polymers using anions as templates. Struct Bond 129: 207-248.
10. Wulff G (2002) Enzyme-like catalysis by molecularly imprinted polymers. Chem Rev 102: 1-27.
11. Hall AJ, Emgenbroich M, Sellergren B (2005) Imprinted polymers. Top Curr Chem 249: 317-349.
12. Wulff G, Sarhan A (1972) Use of polymers with enzyme-analogous structures for the resolution of racemates. Angew Chem Int Ed 11: 341.
13. Sellergren B, Andersson L (1990) Molecular recognition in macroporous polymers prepared by a substrate-analog imprinting strategy. J Org Chem 55: 3381-3383.
14. Arshady R, Mosbach K (1981) Synthesis of substrate-selective polymers by host-guest polymerization. Makromol Chem 182: 687-692.
15. Sellergren B, Lespisto M, Mosbach K (1988) Highly enantioselective and substrate-selective polymers obtained by molecular imprinting utilizing noncovalent interactions. NMR and chromatographic studies on the nature of recognition. J Am Chem Soc 110: 5853-5860.
16. Klein JU, Whitcombe MJ, Mulholland F, Vulfon EN (1999) Template-mediated synthesis of a polymeric receptor specific to amino acid sequences. Angew Chem Int Ed 38: 2057-2060.
17. Whitcombe MJ, Rodriguez ME, Villar P, Vulfson EN (1995) A new method for the introduction of recognition site functionality into polymers prepared by molecular imprinting: synthesis and characterization of polymeric receptors for cholesterol. J Am Chem Soc 117: 7105-7111.
18. Lübke C, Lübke M, Whitcombe MJ, Vulfson EN (2000) Imprinted polymers prepared with stoichiometric template-monomer complexes: efficient binding of ampicillin from aqueous solutions. Macromolecules 1433: 5098-5105.
19. Biffis A, Graham NB, Siedlaczek G, Stalberg S, Wulff G (2001) The synthesis, characterization and molecular recognition properties of imprinted microgels. Macromol Chem Phys 202: 163-171.
20. Fujii Y, Matsutani K, Kikuchi K (1985) Formation of a specific coordination cavity for a chiral aminoacid by template synthesis of a polymer Schiff-base cobalt(III) complex. Chem Commun 415-417.
21. Tanabe K, Takeuchi T, Matsui J, Ikebukuro K, Yano K, Karube I (1995) Recognition of barbiturates in molecularly imprinted copolymers using multiple hydrogen bonding. Chem Commun 2303-2304.
22. Hall AJ, Achilli L, Manesiotis P, Quaglia M, De Lorenzi E, Sellergren B (2003) A substructure approach toward polymeric receptors targeting dihydrofolate reductase inhibitors. 2. Molecularly imprinted polymers against Z-L-glutamic acid showing affinity for larger molecules. J Org Chem 68: 9132-9135.
23. Sibrian-Vazquez M, Spivak DA (2003) Enhanced enantioselectivity of molecularly imprinted polymers formulated with novel cross-Linking monomers. Macromolecules 36: 5105-5113.
24. Rosenberg JE, Flodin P (1987) Macroporous gels. 2. Polymerization of trimethylolpropane trimethacrylate in various solvents. Macromolecules 20(7): 1518-1522.
25. O'Shannessy DJ, Ekberg B, Mosbach K (1989) Molecular imprinting of amino acid derivatives at low temperature (0 °C) using photolytic homolysis of azobisnitriles. Anal Biochem 177(1): 144-149.
26. Andersson LI, Müller R, Vlatakis G, Mosbach K (1995) Mimics of the binding sites of opioid receptors obtained by molecular imprinting of enkephalin and morphine. Proc Natl Acad Sci USA 92(11): 4788-4792.
27. Rachkov A, Hu M, Bulgarevich E, Matsumoto T, Minoura N (2004) Molecularly imprinted polymers prepared in aqueous solution selective for [Sar1, Ala8]angiotensin II. Anal Chim Acta 504: 191-197.
28. Liu Z, Bucknall DG, Allen MG (2010) Absorption performance of iodixanol-imprinted polymers in aqueous and blood plasma media. Acta Biomater 6: 2003-2012.
29. Bolisay LD, Culver JN, Kofinas P (2006) Molecularly imprinted polymers for tobacco mosaic virus recognition. Biomaterials 27: 4165-4168.
30. Sellergren B, Shea KJ (1993) Influence of polymer morphology on the ability of imprinted network polymers to resolve enantiomers. J Chromatogr A 635: 31-49.
31. Rotello V, Thayumanavan S (2008) Molecular recognition and polymers: control of polymer structure and self-assembly. Wiley-VCH, New York.
32. Umpleby RJ II, Bode M, Shimizu KD (2000) Measurement of the continuous distribution of binding sites in molecularly imprinted polymers. Analyst 125: 1261-1265.
33. Umpleby RJ II, Baxter SC, Chen Y, Shah RN, Shimizu KD (2001) Characterization of molecularly imprinted polymers with the Langmuir-Freundlich isotherm. Anal Chem 73: 4584-4591.
34. Houk KN, Leach AG, Kim SP, Zhang X (2003) Binding affinities of host-guest, protein-ligand, and protein-transition-state complexes. Angew Chem Int Ed 42: 4872-4897.
35. Svenson J, Nicholls IA (2001) On the thermal and chemical stability of molecularly imprinted polymers. Anal Chim Acta 435: 19-24.
36. Lanza F, Hall AJ, Sellergren B, Bereczki A, Horvai G, Bayoudh S, Cormack PAG, Sherrington DC (2001) Development of a semiautomated procedure for the synthesis and evaluation of molecularly imprinted polymers applied to the search for functional monomers for phenytoin and nifedipine. Anal Chim Acta 435(1): 91-106.
37. Liu H, Row KH, Yang GL (2005) Monolithic molecularly imprinted columns for chromatographic separation. Chromatographia 61(9/10): 429-432.
38. Mayes AG, Mosbach K (1996) Molecularly imprinted polymer beads: suspension polymerization using a liquid perfluorocarbon as the dispersing phase. Anal Chem 68: 3769-3774.
39. Ye L, Cormack PAG, Mosbach K (1999) Molecularly imprinted monodisperse microspheres for competitive radioassay. Anal Commun 36(2): 35-38.
40. Sellergren B, Ruckert B, Hall AJ (2002) Layer-by-layer grafting of molecularly imprinted polymers via iniferter modified supports. Adv Mater 14: 1204-1208.
41. Piletsky SA, Piletska EV, Chen B, Karim K, Weston D, Barrett G, Lowe P, Turner AP (2000) Chemical grafting of molecularly imprinted homopolymers to the surface of microplates. Application of artificial adrenergic receptor in enzyme-linked assay for beta-agonists determination. Anal Chem 72: 4381-4385.
42. Schneider F, Piletsky S, Piletska E, Guerreiro A, Ulbricht M (2005) Comparison of thin-layer and bulk MlPs synthesized by photoinitiated in situ crosslinking polymerization from the same reaction mixtures. J Appl Polym Sci 98: 362-372.
43. Schmidt RH, Mosbach K, Haupt K (2004) A simple method for spin-coating molecularly imprinted polymer films of controlled thickness and porosity. Adv Mater 16(8): 719-722.
44. Ramanavičius A, Ramanavičiené A, Malinauskas A (2006) Electrochemical sensors based on conducting polymer-polypyrrole. Electrochim Acta 51: 6025-6037.
45. Dong S, Sun Z, Lu Z (1988) Chloride chemical sensor based on an organic conducting polypyrrole polymer. Analyst 113: 1525-1528.
46. Dong SJ, Che GL (1991) An electrochemical microsensor for chloride. Talanta 38: 111-114.
47. Hutchins RS, Bachas LG (1995) Nitrate-selective electrode developed by electrochemically mediated imprinting/doping of polypyrrole. Anal Chem 67: 1654-1660.
48. Lenihan JS, Ball JC, Gavalas VG, Lumpp JK, Hines J, Daunert S, Bachas LG (2007) Microfabrication of screen-printed nanoliter vials with embedded surface-modified electrodes. Anal Bioanal Chem 387: 259-265.
49. Kamata K, Suzuki T, Kawai T, Iyoda T (1999) Voltammetric anion recognition by a highly cross-linked polyviologen film. J Electroanal Chem 473: 145-155.
50. Kamata K, Kawai T, Iyoda T (2001) Anion-controlled redox process in a cross-linked polyviologen film toward electrochemical anion recognition. Langmuir 17: 155-163.
51. Kugimiya A, Takei H (2008) Selectivity and recovery performance of phosphate-selective molecularly imprinted polymer. Anal Chim Acta 564: 252-256.
52. Kugimiya A, Takei H (2006) Preparation of molecularly imprinted polymers with thiourea group for phosphate. Anal Chim Acta 564: 179-183.
53. Kugimiya A, Takei H (2008) Selective recovery of phosphate from river water using molecularly imprinted polymers. Anal Lett 41: 302-311.
54. Özkütük EB, Ersöz A, Denizli A, Say R (2008) Preconcentration of phosphate ion onto ion-imprinted polymer. J Hazard Mater 157: 130-136.
55. Fujiwara I, Maeda M, Takagi M (2003) Preparation of ferrocyanide-imprinted pyridine-carrying microspheres by surface imprinting polymerization. Anal Sci 19: 617-620.
56. Özkütük EB, Özalp E, Ersöz A, Açi{dotless}kkalp E, Say R (2010) Thiocyanate separation by imprinted polymeric systems. Microchim Acta 169: 129-135.
57. Takeuchi T, Hishiya T (2008) Molecular imprinting of proteins emerging as a tool for protein recognition. Org Biomol Chem 6: 2459-2467.
58. Whitcombe MJ, Chianella I, Larcombe L, Piletsky SA, Noble J, Porter T, Horgan A (2011) The rational development of molecularly imprinted polymer-based sensors for protein detection. Chem Soc Rev 40: 1547-1571.
59. Sessler JL, An DQ, Cho WS, Lynch V (2003) Calix[2]bipyrrole[2]furan and calix[2]bipyrrole[2]thiophene: new pyrrolic receptors exhibiting a preference for carboxylate anions. J Am Chem Soc 125: 13646-13647.
60. Sancenón F, Martínez-Máñez R, Miranda MA, Seguí MJ, Soto J (2003) Towards the development of colorimetric probes to discriminate between isomeric dicarboxylates. Angew Chem Int Ed 42(6): 647-650.
61. Fabbrizzi L, Foti F, Taglietti A (2005) Metal-containing trifurcate receptor that recognizes and senses citrate in water. Org Lett 7(13): 2603-2606.
62. Fan E, van Arman SA, Kincaid S, Hamilton AD (1993) Molecular recognition: hydrogen-bonding receptors that function in highly competitive solvents. J Am Chem Soc 115: 369-370.
63. Linton BR, Goodman SM, Fan E, van Arman SA, Hamilton AD (2001) Thermodynamic aspects of dicarboxylate recognition by simple artificial receptors. J Org Chem 66: 7313-7319.
64. Gomy C, Schmitzer AR (2006) Rational design of new polymerizable oxyanion receptors. J Org Chem 71: 3121-3125.
65. Gomy C, Schmitzer AR (2007) Synthesis and photoresponsive properties of a molecularly imprinted polymer. Org Lett 9(20): 3865-3868.
66. Hall AJ, Manesiotis P, Emgenbroich M, Quaglia M, De Lorenzi E, Sellergren B (2005) Urea host monomers for stoichiometric molecular imprinting of oxyanions. J Org Chem 70: 1732-1736.
67. Kugimiya A, Takeuchi T, Matsui J, Ikebukuro K, Yano K, Karube I (1996) Recognition in novel molecularly imprinted polymer sialic acid receptors in aqueous media. Anal Lett 29: 1099-1107.
68. Hughes MP, Smith BD (1997) Enhanced carboxylate binding using urea and amide-based receptors with internal Lewis acid coordination: a cooperative polarization effect. J Org Chem 62: 4492-4499.
69. Urraca JL, Hall AJ, Moreno-Bondi MC, Sellergren B (2006) A stoichiometric molecularly imprinted polymer for the class-selective recognition of antibiotics in aqueous media. Angew Chem Int Ed 45: 5158-5161.
70. Hou JP, Poole JW (1971) β-Lactam antibiotics: their physicochemical properties and biological activities in relation to structure. J Pharm Sci 60: 503-532.
71. Urraca JL, Moreno-Bondi MC, Hall AJ, Sellergren B (2007) Direct extraction of penicillin G and derivatives from aqueous samples using a stoichiometrically imprinted polymer. Anal Chem 79: 695-701.
72. Wu AH, Syu MJ (2006) Synthesis of bilirubin imprinted polymer thin film for the continuous detection of bilirubin in an MIP/QCM/FIA system. Biosens Bioelectron 21: 2345-2353.
73. Yan S, Fang Y, Gao Z (2007) Quartz crystal microbalance for the determination of daminozide using molecularly imprinted polymers as recognition element. Biosens Bioelectron 22: 1087-1091.
74. Biesen GV, Wiseman JM, Lib J, Bottaro CS (2010) Desorption electrospray ionization-mass spectrometry for the detection of analytes extracted by thin-film molecularly imprinted polymers. Analyst 135: 2237-2240.
75. Benito-Peña E, Urraca JL, Sellergren B, Moreno-Bondi MC (2008) Solid-phase extraction of fluoroquinolones from aqueous samples using a water-compatible stochiometrically imprinted polymer. J Chromatogr A 1208: 62-70.
76. Benito-Peña E, Martins S, Orellana G, Moreno-Bondi MC (2009) Water-compatible molecularly imprinted polymer for the selective recognition of fluoroquinolone antibiotics in biological samples. Anal Bioanal Chem 393: 235-245.
77. Yin J, Meng Z, Du M, Liu C, Song M, Wang H (2010) Pseudo-template molecularly imprinted polymer for selective screening of trace β-lactam antibiotics in river and tap water. J Chromatogr A 1217: 5420-5426.
78. Byun HS, Youn YN, Yun YH, Yoon SD (2010) Selective separation of aspirin using molecularly imprinted polymers. Sep Purif Technol 74: 144-153.
79. Prasad BB, Madhuri R, Tiwari MP, Sharma PS (2010) Imprinted polymer-carbon consolidated composite fiber sensor for substrate-selective electrochemical sensing of folic acid. Biosens Bioelectron 25: 2140-2148.
80. Patil UK, Muskan K (2009) Essentials of biotechnology. I K International Publishing House.
81. 4/P(St-DVB) composite beads with magnetic susceptibility and their characteristics of molecular recognition for amino acid. J Appl Polym Sci 89: 3790-3796.
82. 4/P(TRIM) composite microspheres with magnetic susceptibility by inverse emulsion-suspension polymerization. J Appl Polym Sci 99: 3241-3250.
83. Li Y, Yin XF, Chen FR, Yang HH, Zhuang ZX, Wang XR (2006) Synthesis of magnetic molecularly imprinted polymer nanowires using a nanoporous alumina template. Macromolecules 39: 4497-4499.
84. Tan CJ, Tong YW (2007) Preparation of superparamagnetic ribonuclease: A surface-imprinted submicrometer particles for protein recognition in aqueous media. Anal Chem 79: 299-306.
85. Chen L, Zhang X, Xu Y, Du X, Sun X, Sun L, Wang H, Zhao Q, Yu A, Zhang H, Ding L (2010) Determination of fluoroquinolone antibiotics in environmental water samples based on magnetic molecularly imprinted polymer extraction followed by liquid chromatography-tandem mass spectrometry. Anal Chim Acta 662: 31-38.
86. Mirmohseni A, Shojaei M, Farbodi M (2008) Application of a quartz crystal nanobalance to the molecularly imprinted recognition of phenylalanine in solution. Biotechnol Bioprocess Eng 13: 592-597.
87. Morelli I, Chiono V, Vozzi G, Ciardelli G, Silvestri D, Giusti P (2010) Molecularly imprinted submicronspheres for applications in a novel model biosensor-film. Sensor Actuat B-Chem 150: 394-401.
88. Monier M, Ayad DM, Wei Y, Sarhan AA (2010) Preparation of cross-linked chitosan/glyoxal molecularly imprinted resin for efficient chiral resolution of aspartic acid isomers. Biochem Eng J 51: 140-146.
89. Monier M, El-Sokkary AMA (2010) Preparation of molecularly imprinted cross-linked chitosan/glutaraldehyde resin for enantioselective separation of l-glutamic acid. Int J Biol Macromol 47: 207-213.
90. Özcan L, Sahin M, Sahin Y (2008) Electrochemical preparation of a molecularly imprinted polypyrrole-modified pencil graphite electrode for determination of ascorbic acid. Sensors 8(9): 5792-5805.
91. Xie C, Gao S, Guo Q, Xu K (2010) Electrochemical sensor for 2, 4-dichlorophenoxy acetic acid using molecularly imprinted polypyrrole membrane as recognition element. Microchim Acta 169: 145-152.
92. Huang J, Wei Z, Chen J (2008) Molecular imprinted polypyrrole nanowires for chiral amino acid recognition. Sensor Actuat B-Chem 134: 573-578.
93. von Hauff E, Fuchs K, Hellmann DC, Parisi J, Weiler R, Burkhardt C, Kraushaar U, Guenther E (2010) Biocompatible molecularly imprinted polymers for the voltage regulated uptake and release of L-glutamate in neutral pH solutions. Biosens Bioelectron 26: 595-601.
94. Xu Z, Wan J, Liang S, Cao X (2008) Separation of ursodeoxycholic acid from its isomeric mixture using core-shell molecular imprinting polymer. Biochem Eng J 41: 280-287.
95. Zhang S, Fu X, Wang H, Yang Y (2008) Selective adsorption of D- and L-phenylalanine on molecularly-imprinted polymerized organogels formed using polymerizable gelator N-octadecyl maleamic acid. J Sep Sci 31: 3782-3787.
96. Chou SK, Syu MJ (2009) Via zinc(II) protoporphyrin to the synthesis of poly(ZnPP-MAA- EGDMA) for the imprinting and selective binding of bilirubin. Biomaterials 30: 1255-1262.
97. Gültekin A, Ersöz A, Hür D, Sariözlü NY, Denizli A, Say R (2009) Gold nanoparticles having dipicolinic acid imprinted nanoshell for Bacillus cereus spores recognition. Appl Surf Sci 256: 142-148.
98. Gültekin A, Diltemiz SE, Ersöz A, Hür D, Sariözlü NY, Denizli A, Say R (2009) Gold-silver nanoclusters having dipicolinic acid imprinted nanoshell for Bacillus cereus spores recognition. Talanta 78: 1332-1338.
99. Gültekin A, Ersöz A, Sariözlü NY, Denizli A, Say R (2010) Nanosensors having dipicolinic acid imprinted nanoshell for Bacillus cereus spores detection. J Nanopart Res 12: 2069-2079.
100. Rajkumar R, Warsinke A, Möhwald H, Scheller FW, Katterle M (2007) Development of fructosyl valine binding polymers by covalent imprinting. Biosens Bioelectron 22: 3318-3325.
101. Chuang SW, Rick J, Chou TC (2009) Electrochemical characterisation of a conductive polymer molecularly imprinted with an Amadori compound. Biosens Bioelectron 24: 3170-3173.
102. Lahav M, Kharitonov AB, Willner I (2001) Imprinting of chiral molecular recognition sites in thin TiO2 films associated with field-effect transistors: novel functionalized devices for chiroselective and chirospecific analyses. Chem Eur J 7: 3992-3997.
103. Lahav M, Kharitonov AB, Katz O, Kunitake T, Willner I (2001) Tailored chemosensors for chloroaromatic acids using molecular imprinted TiO2 thin films on ion-sensitive field-effect transistors. Anal Chem 73: 720-723.
104. Ichinose I, Kikuchi T, Lee SW, Kunitake T (2002) Imprinting and selective binding of di- and tri-peptides in ultrathin TiO2-gel films in aqueous solutions. Chem Lett 1: 104-105.
105. Wulff G, Gross T, Schönfeld R (1997) Enzyme models based on molecularly imprinted polymers with strong esterase activity. Angew Chem Int Ed 36: 1962-1964.
106. Wulff G, Schonfeld R (1998) Polymerizable amidines-adhesion mediators and binding sites for molecular imprinting. Adv Mater 10: 957-959.
107. Kawanami Y, Yunoki Y, Nakamura A, Fujii K, Umano K, Yamauchi H, Masuda K (1999) Imprinted polymer catalysts for the hydrolysis of p-nitrophenyl acetate. J Mol Catal A-Chem 145: 107-110.
108. Li S, Ge Y, Tiwari A, Wang S, Turner APF, Piletsky SA (2011) 'On/off'-switchable catalysis by a smart enzyme-like imprinted polymer. J Catal 278: 173-180.
109. Longo L, Vasapollo G (2008) Molecularly imprinted polymers as nucleotide receptors. Mini-Rev Org Chem 5: 163-170.
110. Turkewitsch P, Wandelt B, Darling GD, Powell WS (1998) Fluorescent functional recognition sites through molecular imprinting. A polymer-based fluorescent chemosensor for aqueous cAMP. Anal Chem 70: 2025-2030.
111. Breton F, Delépée R, Jégourel D, Deville-Bonne D, Agrofoglio LA (2008) Selective adenosine-5′-monophosphate uptake by water-compatible molecularly imprinted polymer. Anal Chim Acta 616: 222-229.
112. Breton F, Delépée R, Agrofoglio LA (2009) Molecular imprinting of AMP by an ionic noncovalent dual approach. J Sep Sci 32: 3285-3291.
113. Möller K, Nilsson U, Crescenzi C (2004) Investigation of matrix effects of urine on a molecularly imprinted solid-phase extraction. J Chromatogr B 811: 171-176.
114. Cirillo G, Curcio M, Parisi OI, Puoci F, Iemma F, Spizzirri UG, Picci N (2010) Gastro-intestinal sustained release of phytic acid by molecularly imprinted microparticle. Pharm Dev Technol 15(5): 526-531.
115. Prathish KP, Prasad K, Prasada Rao T, Suryanarayana MVS (2007) Molecularly imprinted polymer-based potentiometric sensor for degradation product of chemical warfare agents Part I. Methylphosphonic acid. Talanta 71: 1976-1980.
116. Kanekiyo Y, Ono Y, Inoue K, Sano M, Shinkai S (1999) 'Molecular-imprinting' in polyion complexes which creates the 'memory' for the AMP template. J Chem Soc, Perkin Trans 2: 557-561.
117. Kanekiyo Y, Inoue K, Ono Y, Sano M, Shinkai S, Reinhoudt DN (1999) 'Molecular-imprinting' of AMP utilising the polyion complex formation process as detected by a QCM system. J Chem Soc, Perkin Trans 2: 2719-2722.
118. Zhou Y, Yu B, Shiu E, Levon K (2004) Potentiometric sensing of chemical warfare agents: surface imprinted polymer integrated with an indium tin oxide electrode. Anal Chem 76: 2689-2693.
119. Liu J, Wulff G (2004) Molecularly imprinted polymers with strong carboxypeptidase A-like activity: combination of an amidinium function with a Zinc-ion binding site in transition-state imprinted cavities. Angew Chem Int Ed 43: 1287-1290.
120. Liu J, Wulff G (2004) Functional mimicry of the active site of carboxypeptidase A by a molecular imprinting strategy: cooperactivity of an amidinium and a copper ion in a transition-state imprinted cavity giving rise to high catalytic activity. J Am Chem Soc 126: 7452-7453.
121. Jenkins AL, Uy OM, Murray GM (1997) Polymer based lanthanide luminescent sensors for the detection of nerve agents. Anal Commun 34: 221-334.
122. Jenkins AL, Uy OM, Murray GM (1999) Polymer-based lanthanide luminescent sensor for detection of the hydrolysis product of the nerve agent soman in water. Anal Chem 71: 373-378.
123. Pogorelova SP, Kharitonov AB, Willner I, Sukenik CN, Pizem H, Bayer T (2004) Development of ion-sensitive field-effect transistor-based sensors for benzylphosphonic acids and thiophenols using molecularly imprinted TiO2 films. Anal Chim Acta 504: 113-122.
124. Curti R, Colombo U (1952) Chromatography of stereoisomers with 'tailor made' compounds. J Am Chem Soc 74: 3961.
125. Caro E, Marcé RM, Cormack PAG, Sherrington DC, Borrull F (2004) Molecularly imprinted solid-phase extraction of naphthalene sulfonates from water. J Chromatogr A 1047: 175-180.
126. Albano DR, Sevilla F III (2007) Piezoelectric quartz crystal sensor for surfactant based on molecularly imprinted polypyrrole. Sensor Actuat B-Chem 121: 129-134.
127. Al-Degs YS, Abu-Surrah AS, Ibrahim KA (2009) Preparation of highly selective solid-phase extractants for Cibacron reactive dyes using molecularly imprinted polymers. Anal Bioanal Chem 393: 1055-1062.
128. Abu-Surrah AS, Al-Degs YS (2010) A molecularly imprinted polymer via a salicylaldiminato- based cobalt(III) complex: a highly selective solid-phase extractant for anionic reactive dyes. J Appl Poly Sci 117: 2316-2323.
129. Kyzas GZ, Bikiaris DN, Lazaridis NK (2009) Selective separation of basic and reactive dyes by molecularly imprinted polymers (MIPs). Chem Eng J 149: 263-272.
130. Yang L, Ma L, Chen G, Liu J, Tian ZQ (2010) Ultrasensitive SERS detection of TNT by imprinting molecular recognition using a new type of stable substrate. Chem Eur J 16: 12683-12693.
131. Wulff G, Knorr K (2002) Stoichiometric noncovalent interaction in molecular imprinting. Bioseparation 10: 257-262.