Abstract
The nature of molecular recognition, especially concerning ligand-receptor interactions, has been a cornerstone of research endeavour this century. From the concept of a receptor proposed by Ehrlich (1909), through Pauling’s (1940) elegant, although later proven incorrect, theory to account for antibody-antigen activity, this field has matured to the point where recognition systems of predetermined selectivity may now be produced. A prime example has been the development of synthetic polymers containing specific recognition sites.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Amato, I. (1992) Looking glass chemistry. Science, 256, 964–966.
Andersson, L.I. (1991) Molecular recognition in synthetic polymers. A study of the preparation and use of molecularly imprinted polymers. PhD Thesis, Lund University, Sweden.
Andersson, L.I. and Mosbach, K. (1990) Enantiomeric resolution on molecularly imprinted polymers prepared with only non-covalent and non-ionic interactions. J. Chromatog., 516, 313–322.
Andersson, L. I., Sellergren, B. and Mosbach, K. (1984) Imprinting of amino acid derivatives in macroporous polymers. Tetrahedron Lett., 5211–5214.
Andersson, L.I., O’Shannessy, D.J. and Mosbach, K. (1990) Molecular recognition in synthetic polymers. Preparation of chiral stationary phases by molecular imprinting of amino acid amides. J. Chromatog., 513, 167–179.
Andersson, L.I., Müller, R., Vlatakis, G. and Mosbach, K. (1994) Mimics of the binding site of opioid receptors obtained by molecular imprinting of enkephalin and morphine. To be published.
Arshady, R. and Mosbach, K. (1981) Synthesis of substrate-selective polymers by host-guest polymerization. Makromol. Chem., 182, 687–692.
Damen, J. and Neckers, D.C. (1980) Memory of synthesized vinyl polymers for their origins. J. Org. Chem., 45, 1382–1387.
Dhal, P.K. and Arnold, F.H. (1991) Template-mediated synthesis of metal-complexing polymers for molecular recognition. J. Amer. Chem. Soc., 113, 7417–7418.
Ehrlich, P. (1909) Über den jetzigen Stand der Chemotherapie. Chem. Ber., 42, 17–47.
Fischer, L., Müller, R., Ekberg, B. and Mosbach, K. (1991a) Direct enantioseparation of β-adrenergic blockers using a chiral stationary phase prepared by molecular imprinting. J. Amer. Chem. Soc., 113, 9358–9360.
Fischer, L., Müller, R., Ekberg, B. and Mosbach, K. (1991b) World Patent application PCT-SE 92/00751.
Fujii, Y., Matsutani, K. and Kikuchi, K. (1985) Formation of a specific co-ordination cavity for a chiral amino acid by template synthesis of a polymer Schiff base cobalt(III) complex. J. Chem. Soc. Chem. Commun., 415–417.
Glad, M., Norrlöw, O., Sellergren, B., Siegbahn, N. and Mosbach, K. (1985) Use of silane monomers for molecular imprinting and enzyme entrapment in polysiloxane-coated porous silica., J. Chromatog., 347, 11–23.
Glad, M., Kempe, M. and Mosbach, K. (1992) Selective affinity material, process for the preparation thereof, and the use thereof. World Patent application PCT/SE92/00610.
Kaiser, R.E. (1960) Gaschromatographie, Geest and Portig, Leipzig.
Kempe, M. and Mosbach, K. (1991) Binding studies on substrate- and enantio-selective molecularly imprinted polymers. Anal. Lett., 24, 1137–1145.
Kempe, M., Fischer, L. and Mosbach, K. (1993) Chiral separation using molecularly imprinted heteroaromatic polymers. J. Mol. Recog., 6, 25–29.
Leonhardt, A. and Mosbach, K. (1987) Enzyme-mimicking polymers exhibiting specific substrate binding and catalytic functions. Reactive Polymers, 6, 285–290.
McFadden, Jr., E.R. (ed.) (1985) Update on methylxanthine therapy. Amer. J. Med., 79 (6A), 1–78.
Norrlöw, O., Glad, M. and Mosbach, K. (1984) Acrylic polymer preparations containing recognition sites obtained by imprinting with substrates. J. Chromatog., 299, 29–41.
Oellerich, M. (1980) Enzyme immunoassays in clinical chemistry; Present status and trends. J. Clin. Chem. Clin. Biochem., 18, 197–208.
O’Shannessy, D.J., Ekberg, B. and Mosbach, K. (1989a) Molecular imprinting of amino acid derivatives at low temperature (0°C) using photolytic homolysis of azobisnitriles. Anal. Biochem., 177, 144–149.
O’Shannessy, D.J., Ekberg, B. Andersson, L.I. and Mosbach, K. (1989b) Recent advances in the preparation and use of molecularly imprinted polymers for enartiomeric resolution of amino acid derivatives. J. Chromatog., 470, 391–399.
O’Shannessy, D.J., Andersson, L.I. and Mosbach, K. (1989c) Molecular recognition in synthetic polymers. Enantiomeric resolution of amide derivatives of amino acids on molecularly imprinted polymers. J. Mol. Recog., 2, 1–5.
Pauling, L. (1940) A theory of the structure and process of formation of antibodies. J. Amer. Chem. Soc., 62, 2643–2657.
Poncelet, S.M., Limet, J.N., Noel, J.P., Kayaert, M.C., Galanti, L. and Collet-Cassart, D. (1990) Immunoassay of theophylline by latex particle counting. J. Immunoassay, 11, 77–88.
Ramström, O., Andersson, L.I. and Mosbach, K. (1993) Recognition sites incorporating both pyridinyl and carboxy functionalities prepared by molecular imprinting. J. Org. Chem., 58, 7562–7564.
Ramström, O., Nicholls, I.A., and Mosbach, K. (1994) Synthetic peptide receptor mimics: Highly stereoselective recognition in non-covalent molecularly imprinted polymers. Tetrahedron Asymmetry, 5, 649–656.
Rosatzin, T., Andersson, L.I., Simon, W. and Mosbach, K. (1991) Preparation of Ca2+ selective sorbents by molecular imprinting using polymerisable ionophores. J. Chem. Soc. Perkin. Trans., 2, 1261–1265.
Sellergren, B. and Andersson, L. (1990) Molecular recognition in macroporous polymers prepared by a substrate analogue imprinting strategy. J. Org. Chem., 55, 3381–3383.
Sellergren, B., Ekberg, B. and Mosbach, K. (1985) Molecular imprinting of amino acid derivatives in macroporous polymers. Demonstration of substrate- and enantio-selectivity by chromatographic resolution of racemic mixtures of amino acid derivatives. J. Chromatog., 347, 1–10.
Sellergren, B., Lepistö, M. and Mosbach, K. (1988) Highly enantioselective and substrate-selective polymers obtained by molecular imprinting utilizing non-covalent interactions. NMR and chromatographic studies on the nature of recognition. J. Amer. Chem. Soc., 110, 5853–5860.
Shea, K.J. and Dougherty, T.K. (1986) Molecular recognition on synthetic amorphous surfaces. The influence of functional group positioning on the effectiveness of molecular recognition. J. Amer. Chem. Soc., 108, 1091–1093.
Shea, K.J. and Sasaki, D.Y. (1989) On the control of microenvironment shape of functionalized network polymers prepared by template polymerization. J. Amer. Chem. Soc., 111, 3442–3444.
Shea, K.J. and Saski, D.Y. (1991) An analysis of small-molecule binding to functionalized synthetic polymers by 13C CP/MAS NMR and FT-IR spectroscopy. J. Amer. Chem. Soc., 113, 4109–4120.
Shea, K.J., Thompson, E.A., Pandey, S.D. and Beauchamp, P.S. (1980) Template synthesis of macromolecules. Synthesis and chemistry of functionalized macroporous polydivinylbenzene. J. Amer. Chem. Soc., 102, 3149–3155.
Taylor, D.R. and Maher, K. (1992) Chiral separations by high-performance liquid chromatography. J. Chromatog. Sci., 30, 67–85.
Vlatakis, G., Andersson, L.I., Müller, R. and Mosbach, K. (1993) Drug assay using antibody mimics made by molecular imprinting. Nature, 361, 645–647.
Wulff, G. (1986) Molecular recognition in polymers prepared by imprinting with templates. American Chemical Society Symposium Series, no. 308, pp. 186–230.
Wulff, G. and Haarer, J. (1991) Enzyme-analogue built polymers. The preparation of defined chiral cavities for the racemic resolution of free sugars. Makromol. Chem., 192, 1329–1338.
Wulff, G. and Kirstein, G. (1990) Measuring the optical activity of chiral imprints in insoluble highly cross-linked polymers. Angew. Chem. Int. Edn. Eng., 29, 684–686.
Wulff, G. and Minarik, M. (1986) Pronounced effect of temperature on racemic resolution using template-imprinted polymeric sorbents. J. High Res. Chromatog., Chromatog. Commun., 9, 607–608.
Wulff, G. and Minarik, M. (1990) Template imprinted polymers for HPLC separation of race-mates. J. Liq. Chromatog., 13, 2987–2300.
Wulff, G. and Schauhoff, S. (1991) Racemic resolution of free sugars with macroporous polymers prepared by molecular imprinting. Selectivity dependence on the arrangement of functional groups versus spatial requirements. J Org. Chem., 56, 395–400.
Wulff, G. and Poll, H.-G. (1987) Enzyme-analogue built polymers. Influence of the structure of the binding sites on the selectivity for racemic resolution. Makromol. Chem., 188, 741–748.
Wulff, G. and Vietmeier, J. (1989) Enzyme-analogue built polymers. Synthesis of macroporous copolymers from α-amino acid based vinyl compounds. Makromol. Chem., 190, 1717–1726.
Wulff, G., Poll, H.-G. and Minarik, M. (1986a) Enzyme-analogue built polymers. Racemic resolution on polymers containing chiral cavities. J. Liq. Chromatog., 9, 385–405.
Wulff, G., Heide, B. and Helfmeier, G. (1986b) Molecular recognition through the exact placement of functional groups on rigid matrices via a template approach. J. Amer. Chem. Soc., 108, 1089–1091.
Wulff, G., Vietmeier, J. and Poll, H.-G. (1987a) Enzyme-analogue built polymers. Influence of the nature of the crosslinking agent on the performance of imprinted polymers in racemic resolution. Makromol Chem., 188, 731–740.
Wulff, G., Heide, B. and Helfmeier, G. (1987b) Enzyme-analogue built polymers. On the distance accuracy of functional groups in polymers and silicas introduced by a template approach. Reactive Polymers, 6, 299–310.
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1994 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Andersson, L.I., Nicholls, I.A., Mosbach, K.H. (1994). Molecular imprinting—a versatile technique for the preparation of separation materials of predetermined selectivity. In: Street, G. (eds) Highly Selective Separations in Biotechnology. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-1322-9_9
Download citation
DOI: https://doi.org/10.1007/978-94-011-1322-9_9
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-4576-6
Online ISBN: 978-94-011-1322-9
eBook Packages: Springer Book Archive