Electrospray ionization tandem mass spectrometry determined regioisomeric structures of disubstituted β-cyclodextrin derivatives

European Journal of Mass Spectrometry

Volumn 12, Issue 1, 2006, Pages 37-42

  Yamamura, Hatsuo ^a   Iwata, Toshifumi ^a   Kawai, Masao ^a   Sato, Akihiro ^b  

^a Graduate School of Engineering   (Japan)

^b Hachioji shi   (Japan)

Author keywords

Cyclodextrin; Electrospray ionization; Regioisomer; Tandem mass spectrometry

Indexed keywords

EID: 33645938623     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.793     Document Type: Article

References (27)

1. (a) J.L. Atwood, J.E.D. Davies, D.D. MacNicol, F. Vögtle and J.-M. Lehn, in Comprehensive Supramolecular Chemistry, Vol. 3, Ed by J. Szejtli and T. Osa. Pergamon, Oxford, UK (1996);
2. (b) C.J. Easton and S.F. Lincoln, Modified Cyclodextrins-Scaffolds and Templates for Supramolecular Chemistry. Imperial College Press, London, UK (1999).
3. (a) M.V. Rekharsky, H. Yamamura, M. Kawai and Y. Inoue, J. Am, Chem. Soc. 123, 5360 (2001). doi: 10.1021/ja003810j;
4. (b) H. Yamamura, M.V. Rekharsky, Y. Ishihara, M. Kawai and Y. Inoue, J. Am. Chem. Soc. 126, 14224 (2004). doi: 10.1021/ja046612r
5. (a) I. Tabushi, Y. Kuroda, K. Yokota and L.C. Yuan, J. Am. Chem. Soc. 103, 711 (1981). doi: 10.1021/ja00393a056;
6. (b) K. Fujita, H. Yamamura, A. Matsunaga, T. Imoto, K. Mihashi and T. Fujioka, J. Am. Chem. Soc. 108, 4509 (1986). doi: 10.1021/ja00275a042;
7. (c) M. Atsumi, M. Izumida, D.Q. Yuan and K. Fujita, Tetrahedron Lett. 41, 8117 (2000). doi: 10.1016/S0040-4039(00)01415-5;
8. (d) H. Yamamura, D. Iida, S. Araki, K. Kobayashi, R. Katakai, K. Kano and M. Kawai, J. Chem. Soc. Perkin Trans. 1 21, 3111 (1999). doi: 10.1039/a906436b;
9. (e) A.J. Pearce and P. Sinay, Angew. Chem. Int. Ed. Engl. 39, 3610 (2000). doi: 10.1002/1521-3773(20001016)39:20<3610::AID-ANIE3610>3.0.CO;2- V
10. (a) K. Fujita, A. Matsunaga and T. Imoto, Tetrahedron Lett. 25, 5533 (1984). doi: 10.1016/S0040-4039(01)81618-X;
11. (b) K. Fujita, H. Yamamura and T. Imoto, J. Org. Chem. 50, 4393 (1984). doi: 10.1021/jo00222a042
12. (a) H. Yamamura, H. Nagaoka, K. Saito, M. Kawai, Y. Butsugan, T. Nakajima and K. Fujita, J. Org. Chem. 58, 2936 (1993). doi: 10.1021/jo00063a005;
13. (b) D.Q. Yuan, T. Koga, M. Yamaguchi and K. Fujita, J. Chem. Soc., Chem. Commun. 293 (1999). doi: 10.1021/ac980289r;
14. (c) H. Yamamura, S. Miyachi, K. Kano, S. Araki, K. Lee, M. Kawai and N. Ueyama, Bull. Chem. Soc. Jpn 76, 171 (2003). doi: 10.1246/bcsj.76.171
15. (a) Y. Yang and R. Orlando, Anal. Chem. 68, 570 (1996). doi: 10.1021/ac950932z;
16. (b) A.S. Weiskopt, P. Vouros and D.J. Harvey, Anal. Chem. 70, 4441 (1998). doi: 10.1021/ac980289r;
17. (c) M.T. Cancilla, S.G. Penn and C.B. Lebrilla, Anal. Chem. 70, 663 (1998). doi: 10.1021/ac9711100;
18. (d) J. Colangelo and R. Orlando, Anal. Chem. 71, 1479 (1999). doi: 10.1021/ac980980u;
19. (e) K. Tseng, J.L. Hedrick and C.B. Lebrilla, Anal. Chem. 71, 3745 (1999). doi: 10.1021/ac990095r
20. S. Sforza, G. Galaverna, R. Corradini, A. Dossena and R. Marchelli, J. Am. Soc. Mass Spectrom. 14, 124 (2003).
21. V. Cucinotta, F. D'Alessandro, G. Impellizzeri and G. Vecchio, Carbohydr. Res. 224, 95 (1992). doi: 10.1016/0008-6215(92)84096-B
22. (a) K, Kanamori, E. Kameda, T. Kabetani, T. Suemoto, K. Okamoto and S. Kaizaki, Bull. Chem. Soc. Jpn 68, 2581 (1995);
23. (b) H. Iihara and T. Nagata, Inorg. Chem. 37, 4702 (1998). doi: 10.1021/ic971184u
24. B. Domon and C.E. Costello, Glycoconjugate J. 5, 397 (1988).
25. D. Icheln, B. Gehrcke, Y. Baerbel, P. Mischnick, W. Koenig, M.A. Dessoy and A.F. Morel, Carbohydr. Res, 280, 237 (1996). doi: 10.1016/0008-6215(95) 00322-3
26. J.J. González, P.M. Nieto, P. Prados, A.M. Ecgavarren and J. de Mendoza, J. Org. Chem. 60, 7419 (1995). doi: 10.1021/jo00128a012
27. T. Li, M. Kubota, S. Okuda, T. Hirano and M. Ohashi, Eur. Mass Spectrom. 1, 1 (1995).