High selectivity in new chiral separations of dansyl amino acids by cyclodextrin derivatives in electrokinetic chromatography (151 visite)
J Chromatogr A (ISSN: 0021-9673), 2007; 1155(2): 172-179.
Tipo di articolo: Journal Article,
Impact factor: 3.641, Impact factor a 5 anni: 3.737
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-34250163571&partnerID=40&md5=e61a66cc38ac234250dd5964e036d329
Parole chiave: Amino Acids Derivatives, Chiral Separation, Cyclodextrin Derivatives, Electrokinetic Chromatography, Data Reduction, Ethylendiamine, Alpha Amino Acid, Beta Cyclodextrin, Cysteamine Derivative, Dansyl Chloride, Analytic Method, Article, Chiral Chromatography, Enantiomer, Micellar Electrokinetic Chromatography, Priority Journal, Separation Technique, Micellar Electrokinetic Capillary, Dansyl Compounds, Electrophoresis, Stereoisomerism, Capillary Electrochromatography, Molecular Recognition, Chiral Recognition, Chiral Selectivities, Chiral Selectors, Electrokinetic Chromatographies, Enantio Separations, Enantiomeric Pairs, Low Concentrations, Migration Time, Protonation Equilibrium, Chirality, Chromatographic Analysis, Internet Protocols, Molecular Biology, Organic Acids, Ph Effects, Amination, 2 Aminobutyric Acid, Aspartic Acid, Gamma Cyclodextrin Derivative, Glutamic Acid, Leucine, Methionine, Norleucine, Norvaline, Phenylalanine, Threonine Dehydratase, Amino Acid Substitution, Concentration (parameters), Electrophoretic Mobility, Enantioselectivity, Protein Structure, Proton Transport, Gamma-Cyclodextrins, Hydrogen-Ion Concentration, Sensitivity And Specificity,
Affiliazioni:
*** IBB - CNR ***
Department Chemical Sciences, University of Catania, Viale A. Doria 6, 95125 Catania, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Viale A. Doria 6, 95125 Catania, Italy
Department of Chemical Sciences, University of Catania, Viale Andrea Doria 6, 95125 Catania, Italy
Riferimenti:
Kang, J., Bischoff, D., Jiang, Z., Bister, B., Suessmuth, R.D., Schurig, V., (2004) Anal. Chem., 76, p. 238
Schaeper, J.P., Sepaniak, M.J., (2000) Electrophoresis, 21, p. 1421
Horimai, T., Arai, T., Sato, Y., (2000) J. Chromatogr. A, 875, p. 295
Li Li, Y., Zhuo Bin, Y., (1999) Fresenius' J. Anal. Chem., 365, p. 541
Hossein, S.M., Cassidy, R.M., (1997) J. Chromatogr. A, 790, p. 185
Wren, S.A.C., (1997) J. Chromatogr. A, 768, p. 153
Minocha, R., Long, S., (2004) J. Chromatogr. A, 1035, p. 63
Kushida, K., Kato, T., Chikuma, T., Hojo, H., (2001) J. Chromatogr. B, 762, p. 137
Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M., Puglisi, A., (2005) J. Pharm. Biomed. Anal., 37, p. 1009
Bonomo, R.P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., (1997) Chirality, 9, p. 341
Terabe, S., Ozaki, H., Otsuka, K., Ando, T., (1985) J. Chromatogr., 332, p. 211
Chankvetadze, B., (2004) Chem. Soc. Rev., 33, p. 337
Ramstad, T., (2006) J. Chromatogr. A, 1127, p. 286
Danel, C., Azaroual, N., Foulon, C., Goossens, J.F., Vermeersch, G., Bonte, J.P., Vaccher, C., (2006) Tetrahedron Asym., 17, p. 975
Castro-Puyana, M., Crego, A.L., Marina, M.L., (2006) Electrophoresis, 27 (4), p. 887
Wistuba, D., Trapp, O., Gel-Moreto, N., Galensa, R., Schurig, V., (2006) Anal. Chem., 78, p. 3424
Cucinotta, V., Grasso, G., Vecchio, G., (1998) J. Incl. Phenom., 31, p. 43
Chankvetadze, B., (1997) Capillary Electrophoresis in Chiral Analysis, , Wiley, Chichester, England p. 26
Mikkers, F.E.P., Everaert, F.M., Verheggen, Th.P.E.M., (1979) J. Chromatogr., 169, p. 1
Córdova, A., Zou, W., Dziedzic, P., Ibrahem, I., Reyes, E., Xu, Y., (2006) Chem. Eur. J., 12, p. 538
Zhang, J., Albelda, M.T., Liu, Y., Canary, J.W., (2005) Chirality, 17, p. 404
Simó, C., Martìn-Álvarez, P.J., Barbas, C., Cifuentes, A., (2004) Electrophoresis, 25
Herrero, M., Ibánez, E., Martin-Álvarez, P.J., Cifuentes, A., (2007) Anal. Chem., 79, p. 5071
Helfman, P.M., Bada, J.L., Zigler, J.L., (1977) Nature, 268, p. 71
Mann, E.H., Sandhouse, M.E., Burg, J., Fisher, G.H., (1983) Science, 220, p. 1407
Engel, M.H., Macko, S.A., (1997) Nature, 389, p. 265
Nuevo, M., Meierhenrich, U.J., d'Hendecourt, L., Munõz Caro, G.M., Dartois, E., Deboffle, D., Thiemann, W.H.-P., Nahon, L., (2007) Adv. Space Res., 39, p. 400
Ahuja, S., (2000) Chiral Separations by Chromatography, , ACS, New York
Schreier, P., Bernreuther, A., Huffer, M., (1996) Analysis of Chiral Organic Molecules: Methodology and Applications, , Walter de Gruyter, New York
Fanali, S., (1996) J. Chromatogr. A, 735, p. 77
De Boer, T., De Zeeuw, R.A., Ensing, K., (2000) Electrophoresis, 21, p. 3220
Ward, T., (2002) Anal. Chem., 74, p. 2863
Schneider, H.J., Hacket, F., Rüdiger, V., (1998) Chem. Rev., 98, p. 1755
Rekharsky, M.V., Inoue, Y., (1998) Chem. Rev., 98, p. 1875
Tang, W., Muderawan, I.W., Ng, S.-C., Chan, H.S.O., (2005) Anal. Chim. Acta, 554, p. 156
Corradini, R., Dossena, A., Impellizzeri, G., Maccarrone, G., Marchelli, R., Rizzarelli, E., Sartor, G., Vecchio, G., (1994) J. Am. Chem. Soc., 116, p. 10267
Di Blasio, B., Galdiero, S., Saviano, M., Pedone, C., Benedetti, E., Rizzarelli, E., Pedotti, S., Gibbons, W.A., (1996) Carbohydr. Res., 282, p. 41
Bonomo, R.P., Pedotti, S., Vecchio, G., Rizzarelli, E., (1996) Inorg. Chem., 35, p. 6873
Contino, A., Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M., Puglisi, A., Vecchio, G., (2008) Tetrahedron Lett., 49, p. 4765
Fujita, K., Yamaura, H., Imoto, T., Fujioka, T., Mihashis, K., (1988) J. Org. Chem., 53, p. 1943
Ueno, A., Moriwaki, F., Azuma, A., Osa, T., (1989) J. Org. Chem., 54, p. 295
Chaise, T., Cardinael, P., Tisse, S., Combret, J.C., Bouillon, J.P., (2008) Tetrahedron: Asymmetry, 19, p. 348
Mallon, T., Forster, R.J., McNally, A., Campagnoli, E., Pikramenou, Z., Keyes, T.E., (2007) Langmuir, 23, p. 6997
Lim, K.T., Ganapathy, H.S., Lee, M.Y., Yuvaraj, H., Lee, W.K., Heo, H.J., (2006) J. Fluorine Chem., 127, p. 730
Teranishi, K., (2003) Tetrahedron, 59, p. 2519
Martina, K., Trotta, F., Ribaldo, B., Belliardi, N., Jicsinszky, L., Cravotto, G., (2007) Tetrahedron Lett., 48, p. 9185
Fujimura, K., Suzuki, S., Hayashi, K., Masuda, S., (1990) Anal. Chem., 62, p. 2198
Wren, S.A.C., Rowe, R.C., (1992) J. Chromatogr., 603, p. 235
Peyrin, E., Ravelet, C., Nicolle, E., Villet, A., Grosset, C., Ravel, A., Alary, J., (2001) J. Chromatogr. A, 923, p. 37
Schaeper, J. P., Sepaniak, M. J., (2000) Electrophoresis, 21, p. 1421
Hossein, S. M., Cassidy, R. M., (1997) J. Chromatogr. A, 790, p. 185
Wren, S. A. C., (1997) J. Chromatogr. A, 768, p. 153
Bonomo, R. P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., (1997) Chirality, 9, p. 341
Mikkers, F. E. P., Everaert, F. M., Verheggen, Th. P. E. M., (1979) J. Chromatogr., 169, p. 1
J Chromatogr A (ISSN: 0021-9673), 2007; 1155(2): 172-179.
Tipo di articolo: Journal Article,
Impact factor: 3.641, Impact factor a 5 anni: 3.737
Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-34250163571&partnerID=40&md5=e61a66cc38ac234250dd5964e036d329
Parole chiave: Amino Acids Derivatives, Chiral Separation, Cyclodextrin Derivatives, Electrokinetic Chromatography, Data Reduction, Ethylendiamine, Alpha Amino Acid, Beta Cyclodextrin, Cysteamine Derivative, Dansyl Chloride, Analytic Method, Article, Chiral Chromatography, Enantiomer, Micellar Electrokinetic Chromatography, Priority Journal, Separation Technique, Micellar Electrokinetic Capillary, Dansyl Compounds, Electrophoresis, Stereoisomerism, Capillary Electrochromatography, Molecular Recognition, Chiral Recognition, Chiral Selectivities, Chiral Selectors, Electrokinetic Chromatographies, Enantio Separations, Enantiomeric Pairs, Low Concentrations, Migration Time, Protonation Equilibrium, Chirality, Chromatographic Analysis, Internet Protocols, Molecular Biology, Organic Acids, Ph Effects, Amination, 2 Aminobutyric Acid, Aspartic Acid, Gamma Cyclodextrin Derivative, Glutamic Acid, Leucine, Methionine, Norleucine, Norvaline, Phenylalanine, Threonine Dehydratase, Amino Acid Substitution, Concentration (parameters), Electrophoretic Mobility, Enantioselectivity, Protein Structure, Proton Transport, Gamma-Cyclodextrins, Hydrogen-Ion Concentration, Sensitivity And Specificity,
Affiliazioni:
*** IBB - CNR ***
Department Chemical Sciences, University of Catania, Viale A. Doria 6, 95125 Catania, Italy
Istituto di Biostrutture e Bioimmagini, CNR, Viale A. Doria 6, 95125 Catania, Italy
Department of Chemical Sciences, University of Catania, Viale Andrea Doria 6, 95125 Catania, Italy
Riferimenti:
Kang, J., Bischoff, D., Jiang, Z., Bister, B., Suessmuth, R.D., Schurig, V., (2004) Anal. Chem., 76, p. 238
Schaeper, J.P., Sepaniak, M.J., (2000) Electrophoresis, 21, p. 1421
Horimai, T., Arai, T., Sato, Y., (2000) J. Chromatogr. A, 875, p. 295
Li Li, Y., Zhuo Bin, Y., (1999) Fresenius' J. Anal. Chem., 365, p. 541
Hossein, S.M., Cassidy, R.M., (1997) J. Chromatogr. A, 790, p. 185
Wren, S.A.C., (1997) J. Chromatogr. A, 768, p. 153
Minocha, R., Long, S., (2004) J. Chromatogr. A, 1035, p. 63
Kushida, K., Kato, T., Chikuma, T., Hojo, H., (2001) J. Chromatogr. B, 762, p. 137
Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M., Puglisi, A., (2005) J. Pharm. Biomed. Anal., 37, p. 1009
Bonomo, R.P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., (1997) Chirality, 9, p. 341
Terabe, S., Ozaki, H., Otsuka, K., Ando, T., (1985) J. Chromatogr., 332, p. 211
Chankvetadze, B., (2004) Chem. Soc. Rev., 33, p. 337
Ramstad, T., (2006) J. Chromatogr. A, 1127, p. 286
Danel, C., Azaroual, N., Foulon, C., Goossens, J.F., Vermeersch, G., Bonte, J.P., Vaccher, C., (2006) Tetrahedron Asym., 17, p. 975
Castro-Puyana, M., Crego, A.L., Marina, M.L., (2006) Electrophoresis, 27 (4), p. 887
Wistuba, D., Trapp, O., Gel-Moreto, N., Galensa, R., Schurig, V., (2006) Anal. Chem., 78, p. 3424
Cucinotta, V., Grasso, G., Vecchio, G., (1998) J. Incl. Phenom., 31, p. 43
Chankvetadze, B., (1997) Capillary Electrophoresis in Chiral Analysis, , Wiley, Chichester, England p. 26
Mikkers, F.E.P., Everaert, F.M., Verheggen, Th.P.E.M., (1979) J. Chromatogr., 169, p. 1
Córdova, A., Zou, W., Dziedzic, P., Ibrahem, I., Reyes, E., Xu, Y., (2006) Chem. Eur. J., 12, p. 538
Zhang, J., Albelda, M.T., Liu, Y., Canary, J.W., (2005) Chirality, 17, p. 404
Simó, C., Martìn-Álvarez, P.J., Barbas, C., Cifuentes, A., (2004) Electrophoresis, 25
Herrero, M., Ibánez, E., Martin-Álvarez, P.J., Cifuentes, A., (2007) Anal. Chem., 79, p. 5071
Helfman, P.M., Bada, J.L., Zigler, J.L., (1977) Nature, 268, p. 71
Mann, E.H., Sandhouse, M.E., Burg, J., Fisher, G.H., (1983) Science, 220, p. 1407
Engel, M.H., Macko, S.A., (1997) Nature, 389, p. 265
Nuevo, M., Meierhenrich, U.J., d'Hendecourt, L., Munõz Caro, G.M., Dartois, E., Deboffle, D., Thiemann, W.H.-P., Nahon, L., (2007) Adv. Space Res., 39, p. 400
Ahuja, S., (2000) Chiral Separations by Chromatography, , ACS, New York
Schreier, P., Bernreuther, A., Huffer, M., (1996) Analysis of Chiral Organic Molecules: Methodology and Applications, , Walter de Gruyter, New York
Fanali, S., (1996) J. Chromatogr. A, 735, p. 77
De Boer, T., De Zeeuw, R.A., Ensing, K., (2000) Electrophoresis, 21, p. 3220
Ward, T., (2002) Anal. Chem., 74, p. 2863
Schneider, H.J., Hacket, F., Rüdiger, V., (1998) Chem. Rev., 98, p. 1755
Rekharsky, M.V., Inoue, Y., (1998) Chem. Rev., 98, p. 1875
Tang, W., Muderawan, I.W., Ng, S.-C., Chan, H.S.O., (2005) Anal. Chim. Acta, 554, p. 156
Corradini, R., Dossena, A., Impellizzeri, G., Maccarrone, G., Marchelli, R., Rizzarelli, E., Sartor, G., Vecchio, G., (1994) J. Am. Chem. Soc., 116, p. 10267
Di Blasio, B., Galdiero, S., Saviano, M., Pedone, C., Benedetti, E., Rizzarelli, E., Pedotti, S., Gibbons, W.A., (1996) Carbohydr. Res., 282, p. 41
Bonomo, R.P., Pedotti, S., Vecchio, G., Rizzarelli, E., (1996) Inorg. Chem., 35, p. 6873
Contino, A., Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M., Puglisi, A., Vecchio, G., (2008) Tetrahedron Lett., 49, p. 4765
Fujita, K., Yamaura, H., Imoto, T., Fujioka, T., Mihashis, K., (1988) J. Org. Chem., 53, p. 1943
Ueno, A., Moriwaki, F., Azuma, A., Osa, T., (1989) J. Org. Chem., 54, p. 295
Chaise, T., Cardinael, P., Tisse, S., Combret, J.C., Bouillon, J.P., (2008) Tetrahedron: Asymmetry, 19, p. 348
Mallon, T., Forster, R.J., McNally, A., Campagnoli, E., Pikramenou, Z., Keyes, T.E., (2007) Langmuir, 23, p. 6997
Lim, K.T., Ganapathy, H.S., Lee, M.Y., Yuvaraj, H., Lee, W.K., Heo, H.J., (2006) J. Fluorine Chem., 127, p. 730
Teranishi, K., (2003) Tetrahedron, 59, p. 2519
Martina, K., Trotta, F., Ribaldo, B., Belliardi, N., Jicsinszky, L., Cravotto, G., (2007) Tetrahedron Lett., 48, p. 9185
Fujimura, K., Suzuki, S., Hayashi, K., Masuda, S., (1990) Anal. Chem., 62, p. 2198
Wren, S.A.C., Rowe, R.C., (1992) J. Chromatogr., 603, p. 235
Peyrin, E., Ravelet, C., Nicolle, E., Villet, A., Grosset, C., Ravel, A., Alary, J., (2001) J. Chromatogr. A, 923, p. 37
Schaeper, J. P., Sepaniak, M. J., (2000) Electrophoresis, 21, p. 1421
Hossein, S. M., Cassidy, R. M., (1997) J. Chromatogr. A, 790, p. 185
Wren, S. A. C., (1997) J. Chromatogr. A, 768, p. 153
Bonomo, R. P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., (1997) Chirality, 9, p. 341
Mikkers, F. E. P., Everaert, F. M., Verheggen, Th. P. E. M., (1979) J. Chromatogr., 169, p. 1
Enantiomeric pairs of 11 dansyl derivatives of α-amino acids were used as analytes in electrokinetic chromatography to test the ability as chiral selectors of two pure derivatives of β-cyclodextrin: the ethylendiamine derivative in primary position (CDen) and a member of a new class of receptors, the cysteamine-bridged hemispherodextrin THCMH. The selectivity obtained by the presence of the hemispherodextrin, appears particularly promising as shown by the large values of resolution obtained. The importance of a detailed analysis of these data is discussed in terms of suggestions for a rational approach to separation science. © 2007 Elsevier B.V. All rights reserved.
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