Receptor and transport properties of imprinted polymer membranes - A review

Journal of Membrane Science

Volumn 157, Issue 2, 1999, Pages 263-278

  Piletsky, S A ^a   Panasyuk, T L ^a   Piletskaya, E V ^a   Nicholls, I A ^b   Ulbricht, M ^c  

^a INSTITUTE OF MOLECULAR BIOLOGY AND GENETICS   (Ukraine)

^b LINNAEUS UNIVERSITY   (Sweden)

^c INSTITUTE OF MATERIALS RESEARCH   (Germany)

Author keywords

Affinity membranes; Biomembrane analogs; Imprinted polymers; Microporous and porous membranes; Sensors

Indexed keywords

AFFINITY CHROMATOGRAPHY; MATHEMATICAL MODELS; POROUS MATERIALS; SENSORS; SEPARATION; TRANSPORT PROPERTIES;

AFFINITY MEMBRANES; MOLECULAR IMPRINTING;

POLYMERIC MEMBRANES;

MEMBRANE RECEPTOR; POLYMER;

MEMBRANE; POLYMER; TRANSPORT PROPERTY;

CROSS LINKING; DIFFUSION; MEMBRANE PERMEABILITY; MEMBRANE STRUCTURE; MEMBRANE TRANSPORT; MICROFILTRATION; MOLECULAR RECOGNITION; POLYMERIZATION; POROSITY; PRIORITY JOURNAL; REVIEW; SENSOR;

EID: 0033532285     PISSN: 03767388     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0376-7388(99)00007-1     Document Type: Article

References (58)

1. Lehn J.M. Supramolecular chemistry - Scope and perspectives. Molecules, supermolecules, and molecular devices. Angew. Chem., Int. Ed. Engl. 27:1988;89-112.
2. Cram D.J. Molecular container compounds. Nature. 356:1992;29-36.
3. Wulff G., Sarhan A. Use of polymers with enzyme-analogous structures for the resolution of racemates. Angew. Chem., Int. Ed. Engl. 11:1972;341-344.
4. Wulff G. Molecular imprinting in cross-linked materials with the aid of molecular templates - A way towards artificial antibodies. Angew. Chem., Int. Ed. Engl. 34:1995;1812-1832.
5. Mosbach K., Ramström O. The emerging technique of molecular imprinting and its future impact on biotechnology. Biotechnology. 14:1996;163-170.
6. E. Terpetschnig, S.A. Piletsky, E. Pringsheim, O.S. Wolfbeis, Fluorescence techniques for probing molecular interactions in imprinted polymers, in: W. Rettig (Ed.), Applied Fluorescence in Chemistry, Biology and Medicine, Springer, Heidelberg, 1998.
7. Piletsky S.A., Dubey I.Y., Fedoryak D.M., Kukhar V.P. Substrate-selective polymeric membranes. Selective transfer of nucleic acid components. Biopolym. Kletka. 6:1990;55-58.
8. S. Marx-Tibbon, I. Willner, Photostimulated polymers: A light-regulated medium for transport of amino acids, J. Chem. Soc., Chem. Commun. (1994) 1261-1262.
9. Yoshikawa M., Izumi J., Kitao T., Koya S., Sakamoto S. Molecularly imprinted polymeric membranes for optical resolution. J. Membr. Sci. 108:1995;171-175.
10. M. Yoshikawa, J. Izumi, T. Kitao, Enantioselective electrodialysis of N-α-acetyltryptophans through molecularly imprinted polymeric membranes, Chem. Lett. (1996) 611-612.
11. Yoshikawa M., Izumi J., Kitao T., Sakamoto S. Molecularly imprinted polymeric membranes containing DIDE derivatives for optical resolution of amino acids. Macromolecules. 29:1996;8197-8203.
12. Yoshikawa M., Izumi J., Kitao T. Enantioselective electrodialysis of amino acids with charged polar side chains through molecularly imprinted polymeric membranes containing DIDE derivatives. Polym. J. 29:1997;205-210.
13. Yoshikawa M., Izumi J., Kitao T., Sakamoto S. Alternative molecularly imprinted polymeric membranes from tetrapeptide residue consisting of D- or L- amino acids. Macromol. Rapid Commun. 18:1997;761-767.
14. Yoshikawa M., Fujisawa T., Izumi J., Kitao T., Sakamoto S. Molecularly imprinted polymeric membranes involving tetrapeptide EQKL derivatives as chiral-recognition sites toward amino acids. Anal. Chim. Acta. 365:1998;59-67.
15. Yoshikawa M., Izumi J., Ooi T., Kitao T., Guiver M.D., Robertson G.P. Carboxylated polysulfone membranes having a chiral recognition site induced by an alternative molecular imprinting technique. Polym. Bull. 40:1998;517-524.
16. T. Kobayashi, H.Y. Wang, N. Fujii, Molecular imprinting of theophylline in acrylonitrile-acrylic acid copolymer membrane, Chem. Lett. (1995) 927-928.
17. Wang H.Y., Kobayashi T., Fuji N. Molecular imprint membranes prepared by the phase inversion technique. Langmuir. 12:1996;4850-4856.
18. Wang H.Y., Kobayashi T., Fukaya T., Fuji N. Molecular imprint membranes prepared by the phase inversion technique. 2. Influence of coagulation temperature in the phase inversion process on the encoding in polymeric membranes. Langmuir. 13:1997;5396-5400.
19. Kobayashi T., Wang H.Y., Fujii N. Molecular imprint membranes of polyacrylonitrile copolymers with different acrylic acid segments. Anal. Chim. Acta. 365:1998;81-88.
20. Wang H.Y., Kobayashi T., Fuji N. Surface molecular imprinting on photosensitive dithio-carbamoyl polyacrylnitrile membrane using photo graft polymerization. J. Chem. Technol. Biotechnol. 70:1997;355-362.
21. Mathew-Krotz J., Shea K.J. Imprinted polymer membranes for the selective transport of targeted neutral molecules. J. Am. Chem. Soc. 118:1996;8154-8155.
22. Hong J.M., Anderson P.E., Qian J., Martin C.R. Selectively-permeable ultrathin film composite membranes based on molecularly-imprinted polymers. Chem. Mater. 10:1998;1029-1033.
23. M. Ulbricht, S.A. Piletsky, H. Matuschewski, U. Schedler, Oberflächenmodifizierung von porösen Membranen mit templat-geprägten Polymeren sowie Verwendung der modifizierten Membranen für die substanzspezifische Stofftrennung, German Patent Application 198 36 180.7, 1998.
24. Piletsky S.A., Panasyuk T.L., Piletskaya E.V., El'skaya A.V., Levi R., Karube I., Wulff G. Imprinted membranes for sensor technology: Opposite behavior of covalently and noncovalently imprinted membranes. Macromolecules. 31:1998;2137-2140.
25. Piletsky S.A., Butovich I.A., Kukhar V.P. Design of molecular sensors on the basis of substrate-selective polymer membranes. Zh. Anal. Khim. 47:1992;1681-1684.
26. Piletsky S.A., Parhometz Y.P., Lavryk N.V., Panasyuk T.L., El'skaya A.V. Sensors for low-weight organic molecules based on molecular imprinting technique. Sensors and Actuators B. 18 19:1994;629-631.
27. Piletsky S.A., Kuris' Y.I., Rachkov A.E., El'skaya A.V. Forming of matrix polymers, sensitive for aniline and phenol. Russ. J. Electrochem. 30:1994;1090-1093.
28. Piletsky S.A., Piletskaya E.V., Elgersma A.V., Yano K., Karube I., Parhometz Y.P., El'skaya A.V. Atrazine sensing by molecularly imprinted membranes. Biosensors and Bioelectronics. 10:1995;959-964.
29. Hedborg E., Winquist F., Lundstrom I., Andersson L., Mosbach K. Some studies of molecularly-imprinted polymer membranes in combination with field-effect devices. Sensors and Actuators A. 37 38:1993;796-799.
30. Kriz D., Ramström O., Svensson A., Mosbach K. Introducing biomimetic sensors based on molecularly imprinted polymers as recognition elements. Anal. Chem. 67:1995;2142-2144.
31. Williams D.H., Cox J.P.L., Doig A.J., Gardner M., Gerhard U., Kaye P., Lal A.R., Nicholls I.A., Salter C.J., Mitchell J. Toward the semiquantitative estimation of binding constants. Guides for peptide-peptide binding in aqueous solution. J. Am. Chem. Soc. 113:1991;7020-7030.
32. I.A. Nicholls, Thermodynamic consideration for the design of and ligand recognition by molecularly imprinted polymers, Chem. Lett. (1995) 1035-1036.
33. Wulff G., Kemmerer R., Vietmeier J., Poll H.G. Chirality of vinyl polymers. The preparation of chiral cavities in synthetic polymers. Nouv. J. Chim. 6:1982;681-687.
34. Wulff G., Gimpel J. Über enzymanalog gebaute Polymere, 16. Über den Einfluß der Flexibilität der Haftgruppen auf die Racemattrennungsfähigkeit. Makromol. Chem. 183:1982;2469-2477.
35. Sarhan A., El-Zahab M.A. Racemic resolution of mandelic acid on polymers with chiral cavities. Enzyme-analogue stereospecific conversion of configuration. Makromol. Chem. Rapid Commun. 8:1987;555-561.
36. Wulff G., Heide B., Helfmeier G. Molecular recognition through the exact placement of functional groups on rigid matrices via a template approach. React. Polym. 6:1987;299-310.
37. Piletsky S.A., Fedoryak D.M., Kukhar V.P. ATP-substrate-selective polymeric sorbents. Dokl. Acad. Sci. Ukraine. 4:1990;53-54.
38. Kempe M., Mosbach K. Binding studies on substrate- and enantio-selective molecularly imprinted polymers. Anal. Lett. 24:1991;1137-1145.
39. Vlatakis G., Andersson L.I., Müller R., Mosbach K. Drug assay using antibody mimics made by molecular imprinting. Nature. 361:1993;645-657.
40. Paugam M.F., Bien J.T., Smith B.D., Chrisstoffels L.A.J., Dejong F., Reinhoudt D.N. Facilitated catecholamine transport through bulk and polymer-supported liquid membranes. J. Am. Chem. Soc. 118:1996;9820-9825.
41. Clark T.D., Buehler L.K., Ghadiri M.R. Self-assembling cyclic β(3)-peptide nanotubes as artificial transmembrane ion channels. J. Am. Chem. Soc. 120:1998;651-656.
42. Ulbricht M. Photo-graft polymer modified microporous membranes with environment-sensitive permeabilities. React. Funct. Polym. 31:1996;165-177.
43. Piletsky S.A., Fedoryak D.M., Atamanenko I.D., Bryk M.T., Kukhar V.P. Nucleoside-selective polymers, based on methacrylic co-polymers. Ukr. Khim. Zh. 59:1993;1316-1320.
44. Belokon Z.S., Skorobogatova A.E., Grybkova N.Y., Arzhakov S.A., Bakeev N.F., Kozlov P.V., Kabanov V.A. Structural-mechanical aspects of cross-linked polymeric glasses deformation. Dokl. Acad. Sci. USSR. 214:1973;1069-1071.
45. Shea K.J., Stoddard G.J. Chemoselective targeting of fluorescence probes in polymer networks. Detection of heterogeneous domains in styrene-divinylbenzene copolymers. Macromolecules. 24:1991;1207-1209.
46. G. Wulff, Molecular recognition in polymers prepared by imprinting with templates, in: Polymeric reagents and catalysts; W.T. Ford (Ed.), ACS Symposium Series 308, American Chemical Society, Washington, DC, 1986, pp. 186-230.
47. 13C CP/MAS NMR and FT-IR spectroscopy J. Am. Chem. Soc. 113:1991;4109-4120.
48. Piletsky S.A., Piletskaya E.V., Yano K., Kugimiya A., Elgersma A.V., Levi R., Kahlow U., Takeuchi T., Karube I., Panasyuk T.L., El'skaya A.V. A biomimetic receptor system for sialic acid based on molecular imprinting. Anal. Lett. 29:1996;157-170.
49. Watanabe M., Akahoshi T., Tabata Y., Nakayama D. Molecular specific swelling change of hydrogels in accordance with the concentration of guest molecules. J. Am. Chem. Soc. 120:1998;5577-5578.
50. Sellergren B., Shea K.J. Influence of polymer morphology on the ability of imprinted network polymers to resolve enantiomers. J. Chromatogr. 635:1993;31-49.
51. S.J. Gregg, K.S.W. Sing, Adsorption, surface area and porosity, 2nd ed., Academic Press, London, 1980, p. 290.
52. S.A. Piletsky, Synthesis and investigation of the polymers with receptor structure for nucleic acids components, Doctoral Thesis, Institute of Bioorganic Chemistry and Oil Chemistry, Kiev, Ukraine, 1991.
53. Kost J., Langer R. Responsive polymer systems for controlled delivery of therapeutics. Trends Biotechnol. 10:1993;127-131.
54. Muldoon M.T., Stanker L.H. Molecularly imprinted solid phase extraction of atrazine from beef liver extracts. Anal. Chem. 69:1997;803-808.
55. Roper D.K., Lightfoot E.N. Separation of biomolecules using adsorptive membranes. J. Chromatogr. A. 702:1995;3-26.
56. Matsui J., Kato T., Takeuchi T., Suzuki M., Yokoyama K., Tamiya E., Karube I. Molecular recognition in continuous polymer rods prepared by a molecular imprinting technique. Anal. Chem. 65:1993;2223-2224.
57. Piletsky S.A., Starodub N.F. Formation of selective surface of silica-based sensor for low-molecular-mass organic substances. Zh. Anal. Khim. 47:1992;623-628.
58. Chailapakul O., Crooks R.M. Synthesis and characterization of simple self-assembling, nanoporous monolayer assemblies: A new strategy for molecular recognition. Langmuir. 9:1993;884-888.