Characterization of folic acid/native cyclodextrins host-guest complexes in solution

Journal of Molecular Structure

Volumn 1109, Issue , 2016, Pages 114-118

  Ceborska, Magdalena ^a   Zimnicka, Magdalena ^b   Wszelaka Rylik, Małgorzata ^c   Troć, Anna ^b  

^a INSTITUTE OF PHYSICAL CHEMISTRY   (Poland)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^c CARDINAL STEFAN WYSZY SKI UNIVERSITY   (Poland)

Author keywords

Aggregation in water; Folic acid; Isothermal Titration Calorimetry; Mass spectrometry; Native cyclodextrins; Nuclear magnetic resonance

Indexed keywords

ASSOCIATION REACTIONS; DRUG PRODUCTS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; ORGANIC ACIDS;

ASSOCIATION CONSTANT; BETA-CYCLODEXTRIN; FOLIC ACIDS; GAMMA-CYCLODEXTRIN; HOST GUEST COMPLEXES; ISOTHERMAL TITRATION CALORIMETRY;

CYCLODEXTRINS;

EID: 84953426317     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2015.12.082     Document Type: Article

References (18)

1. F.H. Nazki, A.S. Sameer, and B.A. Ganaie Folate: metabolism, genes, polymorphisms and the associated diseases Gene 533 2014 11 20
2. Y. Lu, and P.S. Low Folate-mediated delivery of macromolecular anticancer therapeutic agents Adv. Drug Deliv. Rev. 64 2012 342 352
3. S. Santra, C. Kaittanis, O.J. Santiesteban, and J.M. Perez Cell-specific, activatable and theranostic prodrug for dual targeted cancer imaging and therapy J. Am. Chem. Soc. 133 2011 16680 16688
4. W.A. Henne, D.D. Doorneweerd, A.R. Hilgenbrink, S.A. Kularatne, and P.S. Low Synthesis and activity of a folate peptide camptothecin prodrug Bioorg. Med. Chem. Lett. 16 2006 5350 5355
5. J.W. Lee, J.Y. Lu, P.S. Low, and P.L. Fuchs Synthesis and evaluation of taxol-folic acid conjugates as targeted antineoplastics Bioorg. Med. Chem. 10 2002 2397 2414
6. H.J. Bushman, and E.J. Schollmeyer Application of cyclodextrins in cosmetic products J. Cosmet. Sci. 53 2002 185 191
7. G. Astray, C. Gonzalez-Barreiro, J.C. Mejuto, R. Rial-Otero, and J.A. Simal-Gandara A review on the use of cyclodextrins in foods Food Hydrocoll. 23 2009 1631 1640
8. T. Loftsson, and M.E. Brewster Cyclodextrins as pharmaceutical solubilizers Adv. Drug. Deliv. Rev. 59 2007 645 666
9. T. Loftsson, and M.E. Brewster Pharmaceutical applications of cyclodextrins: basic science and product development J. Pharm. Pharmacol. 62 2010 1607 1621
10. M. Ceborska, M. Zimnicka, M. Pietrzak, A. Troć, M. Koźbiał, and J. Lipkowski Structural diversity in native cyclodextrins/folic acid complexes - from [2]-rotaxane to exclusion compound Org. Biomol. Chem. 10 2012 5186 5188
11. M. Zimnicka, A. Troć, M. Ceborska, M. Jakubczak, M. Koliński, and W. Danikiewicz Structural elucidation of specific noncovalent association of folic acid with native cyclodextrins using an ion mobility mass spectrometry and theoretical approach Anal. Chem. 86 2014 4249 4255
12. C. Frassineti, S. Ghelli, P. Gans, A. Sabatini, M.S. Moruzzi, and A. Vacca Nuclear magnetic resonance as a tool for determining protonation constants of natural polyprotic bases in solution Anal. Biochem. 231 1995 374 382
13. 13C NMR data processed by the new computer program HypNMR2000. Protonation sequence in polyamines Anal. Bioanal. Chem. 376 2003 1041 1052
14. G. Scatchard The attractions of proteins for small molecules and ions Ann. N. Y. Acad. Sci. 51 1949 660 672
15. F. Ciuchi, G. di Nicola, H. Franz, G. Gottarelli, P. Mariani, M.G. Ponzi Bossi, and G.P. Spada Self-recognition and self-assembly of folic acid salts: columnar liquid crystalline polymorphism and the column growth process J. Am. Chem. Soc. 116 1994 7064 7071
16. M. Abu Khaled, and C. Krumdieck Association of folate molecules as determined by proton NMR: implications on enzyme binding Biochem. Biophys. Res. Commun. 130 1985 1273 1280
17. G.G. Mironov, J. Logie, V. Okhonin, J.B. Renaud, P.M. Mayer, and M.V. Berezovski Comparative study of three methods for affinity measurements: capillary electrophoresis coupled with uv detection and mass spectrometry, and direct infusion mass spectrometry J. Am. Soc. Mass Spectrom. 23 2012 1232 1240
18. V. Gabelica, N. Galic, F. Rosu, C. Houssier, and E. De Pauw Influence of response factors on determining equilibrium association constants of non-covalent complexes by electrospray ionization mass spectrometry J. Mass Spectrom. 38 2003 491 501