Synthesis and NMR characterization of β-alanine-bridged hemispherodextrin, a very efficient chiral selector in EKC

Electrophoresis

Volumn 28, Issue 15, 2007, Pages 2580-2588

  Cucinotta, Vincenzo ^a   Giuffrida, Alessandro ^a   Maccarrone, Giuseppe ^a   Messina, Marianna ^a   Puglisi, Antonino ^a   Vecchio, Graziella ^a  

^a UNIVERSITY OF CATANIA   (Italy)

Author keywords

CD; Chiral separation; Dansyl amino acid; EKC

Indexed keywords

AMINO ACIDS; CHIRALITY; STEREOCHEMISTRY;

CD; CHIRAL SELECTOR; CHIRAL SEPARATIONS; DANSYL AMINO ACIDS; EKC; NMR-SPECTROSCOPY; PH VALUE; SYNTHESISED; Β-ALANINE; Β-CD;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

AMINO ACID; BETA ALANINE; BETA CYCLODEXTRIN DERIVATIVE; BRIDGED COMPOUND; DANSYL CHLORIDE; TREHALOSE;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; CONCENTRATION RESPONSE; ENANTIOMER; MICELLAR ELECTROKINETIC CHROMATOGRAPHY; MOLECULAR RECOGNITION; NUCLEAR MAGNETIC RESONANCE; PH; SEPARATION TECHNIQUE; SYNTHESIS;

AMINO ACIDS; BETA-ALANINE; CHROMATOGRAPHY, MICELLAR ELECTROKINETIC CAPILLARY; DEXTRINS; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHATIDYLCHOLINES; STEREOISOMERISM;

EID: 34547870551     PISSN: 01730835     EISSN: 15222683     Source Type: Journal    
DOI: 10.1002/elps.200600813     Document Type: Article

References (39)

1. O'Souza, V. T., Lipkowitz, K. B. (Eds.), Chem. Rev. 1998, 98, 1741-2076.
2. Atwood, L., Davies, J. E. D., MacNicol, D. D., Vogtle, F. (Eds.), Comprehensive Supramolecular Chemistry, Vol. 3, Pergamon Press, Oxford 1996.
3. Connors, K. A., Chem. Rev. 1997, 97, 1325-1358.
4. Easton, C. J., Lincoln, S. F., Chem. Soc. Rev. 1996, 25, 163-170.
5. Haider, J. M., Pikramenou, Z., Chem. Soc. Rev. 2005, 34, 120-132.
6. Szejtli, J., Pure Appl. Chem. 2004, 76, 1825-1845.
7. Davis, M. E., Mark, E., Brewster, M. E., Nat. Rev. Drug Discov. 2004, 3, 1023-1035.
8. Engeldinger, E., Armspach, D., Matt Chem. Rev. 2003, 103, 4148-4174.
9. Tabushi, I., Yamamura, K., Nabeshima, K. T., J. Am. Chem. Soc. 1984, 106, 5267-5270.
10. Chem, Z., Bradshaw, J. S., Yi, G., Pyo, D. et al., J. Org. Chem. 1996, 61, 8949-8955.
11. Breslow, R., Schumuck, C., J. Am. Chem. Soc. 1996, 118, 6601-6605.
12. Corradini, R., Buccella, G., Galeverna, G., Dossena, A., Marchelli, R., Tetrahedron Lett. 1999, 40, 3025-3028.
13. Benmerad, B., Clair, P., Armspach, D., Matt, D. et al., Chem. Commun. 2005, 2678-2680.
14. Mortellaro, M. A., Nocera, D. G., J. Am. Chem. Soc. 1996, 118, 7414-7415.
15. Rudzinski, C. M., Young, A. M., Nocera, D. G., J. Am. Chem. Soc. 2002, 124, 1723-1727.
16. Bonomo, R. P., Impellizzeri, G., Pappalardo, G., Rizzarelli, E., Vecchio, G., Gazz. Chim. Ital. 1993, 123, 593.
17. Cucinotta, V., Grasso, G., Vecchio, G., J. Incl. Phen. Mol. Rec. 1998, 31, 43-55.
18. Cucinotta, V., Grasso, G., Mazzaglia, A., Vecchio, G., Proceedings of the "Xth International Symposium on Molecular Recognition and Inclusion" Warsaw, Poland, June 20-25 1998, p. 1.
19. Koga, K., Ishida, K., Yamada, T., Yuan, D. Q., Fujita, K., Tetrahedron Lett. 1999, 40, 923-926.
20. Terabe, S., Ozaki, H., Otsuka, K., Ando, T., J. Chromatogr. 1985, 332, 211-217.
21. Chankvetadze, B., Chem. Soc. Rev. 2004, 33, 337-347.
22. Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M., Vecchio, G., Electrophoresis 2006, 27, 1471-1480.
23. Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M. et al., Dalton Trans. 2005, 2731-2736.
24. Cucinotta, V., Giuffrida, A., Maccarrone, G., Messina, M. et al., J. Pharm. Biomed. Anal. 2005, 37, 1009-1014.
25. Cucinotta, V., Giuffrida, A., La Mendola, D., Maccarrone, G. et al., J. Chromatogr. B 2004, 800, 127-133.
26. Cucinotta, V., Giuffrida, A., Grasso, G., Maccarrone, G., Vecchio, G., Analyst 2003, 128, 134-136.
27. Cucinotta, V., Giuffrida, A., Grasso, G., Maccarrone, G., Mazzaglia, A., Fresenius' J. Anal. Chem. 2001, 370, 363-366.
28. Cucinotta, V., Giuffrida, A., Grasso, G., Maccarrone, G., Messina, M., J. Chromatogr. A 2002, 979, 137-145.
29. Kang, J., Bischoff, D., Jiang, Z., Bister, B. et al., Anal. Chem. 2004, 76, 2387-2392.
30. Schaeper, J. P., Sepaniak, M. J., Electrophoresis 2000, 27, 1421-1429.
31. Horimai, T., Arai, T., Sato, Y., J. Chromatogr. A 2000, 875, 295-305.
32. Li Li, Y., Zhuo Bin, Y., Fresenius' J. Anal. Chem. 1999, 365, 541-544.
33. Salimi-Moosavi, H., Cassidy, R. M., J. Chromatogr. A 1997, 790, 185-193.
34. Wren, S. A. C., J. Chromatogr. A 1997, 768, 153-159.
35. Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Vecchio, G., Carbohydr. Res. 1992, 224, 95-102.
36. Chankvetadze, B., Capillary Electrophoresis in Chiral Analysis, Wiley, Chichester, England 1997, p. 26.
37. Saviano, M., Benedetti, E., Di Blasio, B., Gavuzzo, E. et al., Perkin Trans. 2001, 2, 946-952.
38. Cucinotta, V., Giuffrida, A., Maccarrone, G., Majorana, A., Messina, M., XXI Congresso Nazionale della Società Chimica Italiana, Torino, Italy, June 22-27, 2003.
39. Wren, S. A. C., Rowe, R. C., J. Chromatogr. 1992, 603, 235-241.