Coordination Features Of Difunctionalized Beta-Cyclodextrins With Carnosine: Esi-Ms And Spectroscopic Investigations On 6a, 6d-Di-(beta-Alanyl-L-Histidine)-6a, 6d-Dideoxy-Beta-Cyclodextrin And 6a, 6c-Di-(beta-Alanyl-L-Histidine)-6a, 6c-Dideoxy-Beta-Cyclodextrin And Their Copper (ii) Complexes
Coordination Features Of Difunctionalized Beta-Cyclodextrins With Carnosine: Esi-Ms And Spectroscopic Investigations On 6a, 6d-Di-(beta-Alanyl-L-Histidine)-6a, 6d-Dideoxy-Beta-Cyclodextrin And 6a, 6c-Di-(beta-Alanyl-L-Histidine)-6a, 6c-Dideoxy-Beta-Cyclodextrin And Their Copper (ii) Complexes(506 views) Mineo P, Vitalini D, La Mendola D, Rizzarelli E, Scamporrino E, Vecchio G
Keywords: β-Cyclodextrin, Carnosine, Copper(ii) Complexes, Esi-Ms, Beta Cyclodextrin Derivative, Bis(beta Alanylhistidine)dideoxy Beta Cyclodextrin, Copper Complex, Copper Ion, Dimer, Dipeptide, Oligomer, Unclassified Drug, Article, Carbon Nuclear Magnetic Resonance, Circular Dichroism, Electrospray, Electrospray Mass Spectrometry, Isomer, Molecular Interaction, Protein Binding, Spectroscopy, Beta-Cyclodextrins, Magnetic Resonance Spectroscopy, Electrospray Ionization, Copper (ii) Complexes, Bis (beta Alanylhistidine) Dideoxy Beta Cyclodextrin,
Affiliations: *** IBB - CNR ***
Ist. di Chim. e Tecn. dei Polimeri, CNR-Sezione di Catania, Viale A. Doria, 6, Catania 95125, Italy
Ist. di Biostrutture e Bioimmagini, CNR- Sezione di Catania, Viale A. Doria, 6, Catania 95125, Italy
Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria, 6, Catania 95125, Italy
References: Kohn, R., Yamamoto, Y., Cundy, K.C., Ames, B.N., (1988) Proc. Natl. Acad. Sci. USA, 85, pp. 3175-317
Babizhayev, M.A., Bozzo Costa, E., Patent PCT/EP 94/03340 SCB 238 PCT,10.10.1994La Mendola, D., Rizzarelli, E., Vecchio, G., Università di Catania, Pat. Appl. No. MI2000A01696, 2000
EU Appl. No. 01117259.0, 2001La Mendola, D., Sortino, S., Vecchio, G., Rizzarelli, E., (2002) Helv. Chim. Acta, 85, pp. 1633-1640
Bonomo, R.P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., MacCarrone, G., Nicoletti, F., Vecchio, G., J. Chem. Soc., Dalton Trans., , in press
La Mendola, D., Mineo, P., Rizzarelli, E., Scamporrino, E., Vecchio, G., Vitalini, D., (2001) J. Supramol. Chem., 1, pp. 147-151
Fenn, J.B., Mann, M., Meng, C.K., Wong, S.K., Whitehous, C.M., (1989) Science, 246, pp. 64-71
Scamporrino, E., Vitalini, D., (1999) Modern Techniques for Polymer Characterisation, pp. 233-266. , R.A. Pethrick, & J.V. Dawkins. New York: J. Wiley & Sons Ltd. Chap. 8
Przybylski, M., Glocker, M.O., (1996) Angew. Chem., Int. Ed. Engl., 35, pp. 806-826
Wan, K.X., Shibue, T., Gross, M.L., (2000) J. Am. Chem. Soc., 122, pp. 300-307
Loo, J.A., (1997) Mass Spectrom. Rev., 16, pp. 1-23
Gatlin, C.L., Turecek, F., (2000) J. Mass Spectrom., 35, pp. 172-177
Whittal, R.M., Ball, H.L., Cohen, F.E., Burlingame, A.L., Prusiner, S.B., Baldwin, M.A., (2000) Protein Sci., 9, pp. 332-343
Last, A.M., Robinson, C.V., (1999) Curr. Opin. Chem. Biol., 3, pp. 564-570
Mineo, P., Vitalini, D., La Mendola, D., Rizzarelli, E., Scamporrino, E., Vecchio, G., (2002) Rapid Commun. Mass Spectrom., 16, pp. 722-729
Saviano, M., Benedetti, E., Di Blasio, B., Gavazzo, E., Pedone, C., Rizzarelli, E., Vecchio, G., (2001) J. Chem. Soc., Perkin Trans., 2, p. 946
Sreerama, N., Woody, R.W., (2000) Circular Dichroism, pp. 601-620. , N. Berova, K. Nakanishi, & R.W. Woody. New York: J. Wiley & Sons Ltd
Brown, C.E., Antholine, W.E., Francisz, W., (1980) J. Chem. Soc., Dalton Trans., pp. 590-596
Boas, J.F., Pilbrow, J.R., Hartzell, C.R., Smith, T.D., (1969) J. Chem. Soc. (A), pp. 572-577
Daniele, P.G., Prenesti, E., Ostacoli, G., (1996) J. Chem. Soc., Dalton Trans., pp. 3269-3275
Thomson, B.A., (1997) J. Am. Soc. Mass Spectrom., 8, pp. 1053-1058
Batinic-Haberle, I., Stevens, R.D., Fridovich, I., (2000) J. Porphyrins Phthalocyanines, 4, pp. 217-227
O'Dowd, J. J., Robins, D. J., Miller, D. J., (1988) Biochim. Biophys. Acta, 967, pp. 241-249
Quin, P. J., Boldyrev, A. H., Formaziuk, V. E., (1992) Mol. Aspects Med., 13, pp. 379-444
Hipkiss, A. R., Michaelis, J., Syrris, P., (1995) FEBS Lett., 371, pp. 81-85
Hipkiss, A. R., Preston, J. E., Himsworth, D. T., Worthington, V. C., Abbott, J. N., (1997) Neurosci. Lett., 238, pp. 135-138
Hipkiss, A. R., (1998) Int. J. Biochem. Cell Biol., 30, pp. 863-868
Babizhayev, M. A., Yermakova, V. N., Sakina, N. L., Evstigneeva, R. P., Rozhkova, E. A., Zheltukhina, G. A., (1996) Clin. Chim. Acta, 254, pp. 1-21
Lenney, J. F., Peppers, S. C., Kucera-Orallo, C. M., George, R. P., (1985) Biochem. J., 228, pp. 653-660
Perry, T. L., Hansen, S., Love, D. L., (1968) Lancet, 8, pp. 1229-1230
Jackson, M. C., Kucera-Orallo, C. M., Lenney, J. F., (1991) Clin. Chim. Acta, 196, pp. 193-206
Bonomo, R. P., Bruno, V., Conte, E., De Guidi, G., La Mendola, D., MacCarrone, G., Nicoletti, F., Vecchio, G., J. Chem. Soc., Dalton Trans., , in press
Fenn, J. B., Mann, M., Meng, C. K., Wong, S. K., Whitehous, C. M., (1989) Science, 246, pp. 64-71
Wan, K. X., Shibue, T., Gross, M. L., (2000) J. Am. Chem. Soc., 122, pp. 300-307
Loo, J. A., (1997) Mass Spectrom. Rev., 16, pp. 1-23
Gatlin, C. L., Turecek, F., (2000) J. Mass Spectrom., 35, pp. 172-177
Whittal, R. M., Ball, H. L., Cohen, F. E., Burlingame, A. L., Prusiner, S. B., Baldwin, M. A., (2000) Protein Sci., 9, pp. 332-343
Last, A. M., Robinson, C. V., (1999) Curr. Opin. Chem. Biol., 3, pp. 564-570
Smith, T. D., Pilbrow, J. R., (1974) Coord. Chem. Rev., 13, pp. 173-278
Brown, C. E., Antholine, W. E., Francisz, W., (1980) J. Chem. Soc., Dalton Trans., pp. 590-596
Boas, J. F., Pilbrow, J. R., Hartzell, C. R., Smith, T. D., (1969) J. Chem. Soc. (A), pp. 572-577
Daniele, P. G., Prenesti, E., Ostacoli, G., (1996) J. Chem. Soc., Dalton Trans., pp. 3269-3275
Thomson, B. A., (1997) J. Am. Soc. Mass Spectrom., 8, pp. 1053-1058
Coordination Features Of Difunctionalized Beta-Cyclodextrins With Carnosine: Esi-Ms And Spectroscopic Investigations On 6a, 6d-Di-(beta-Alanyl-L-Histidine)-6a, 6d-Dideoxy-Beta-Cyclodextrin And 6a, 6c-Di-(beta-Alanyl-L-Histidine)-6a, 6c-Dideoxy-Beta-Cyclodextrin And Their Copper (ii) Complexes
The synthesis and characterization of two beta-cyclodextrins (beta-CD) functionalized with two units of carnosine (beta-alanyl-L-histidine) through the amino group, 6A, 6C- (beta-alanyl-L-histidine) -6A, 6C-dideoxy-beta-cyclodextrin (ACCDAH) and 6A, 6D- (beta-alanyl-L-histidine) -6A, 6D-dideoxy-beta-cyclodextrin (ADCDAH), are reported. NMR and C. D. data of the ligands indicate a different interaction of dipeptide chains with upper rim and cavity of beta-CD. Analogously, spectroscopic and electrospray ionization mass spectrometry data show different copper (II) complex species formed by the two regioisomers. The ability of carnosine-cyclodextrin derivatives to bind copper ions in a head-to-tail fashion induces the formation of oligomeric species (up to hexamers) in the case of ACCDAH, where the two carnosine moieties are adjacent, while in the ADCDAH case the mutual interaction between the peptidic chains of two ADCDAH molecules allows the almost exclusive formation of a copper-assisted self-assembled dimeric species. (C) 2003 Elsevier Inc. All rights reserved
Coordination Features Of Difunctionalized Beta-Cyclodextrins With Carnosine: Esi-Ms And Spectroscopic Investigations On 6a, 6d-Di-(beta-Alanyl-L-Histidine)-6a, 6d-Dideoxy-Beta-Cyclodextrin And 6a, 6c-Di-(beta-Alanyl-L-Histidine)-6a, 6c-Dideoxy-Beta-Cyclodextrin And Their Copper (ii) Complexes
No results.
Coordination Features Of Difunctionalized Beta-Cyclodextrins With Carnosine: Esi-Ms And Spectroscopic Investigations On 6a, 6d-Di-(beta-Alanyl-L-Histidine)-6a, 6d-Dideoxy-Beta-Cyclodextrin And 6a, 6c-Di-(beta-Alanyl-L-Histidine)-6a, 6c-Dideoxy-Beta-Cyclodextrin And Their Copper (ii) Complexes
Kállay C, Dávid A, Timári S, Nagy EM, Sanna D, Garribba E, Micera G, De Bona P, Pappalardo G, Rizzarelli E, Sóvágó I * Copper(II) complexes of rat amylin fragments(360 views) Dalton T (ISSN: 1477-9234, 1477-9226, 1477-9234electronic), 2011 Oct 14; 40(38): 9711-9721. Impact Factor:3.838 ViewExport to BibTeXExport to EndNote