X-ray crystallographic and NMR study of the tautomerism in kinetin, kinetin riboside and their derivatives: A comparison between the solid state and solution

Journal of Molecular Structure

Volumn 963, Issue 2-3, 2010, Pages 202-210

  Novotná, Radka ^a   Trávníček, Zdeněk ^a   Popa, Igor ^a  

^a PALACKÝ UNIVERSITY   (Czech Republic)

Author keywords

15N NMR; Kinetin; Kinetin riboside; Multinuclear NMR spectra; Tautomerism; X ray structure

Indexed keywords

2D-NMR SPECTROSCOPY; KINETIN RIBOSIDE; MULTINUCLEAR NMR; NMR STUDIES; SINGLE CRYSTAL X-RAY ANALYSIS; TAUTOMERIC EQUILIBRIA; TAUTOMERIC FORMS; X-RAY STRUCTURE;

COMPLEXATION; DIMETHYL SULFOXIDE; DIMETHYLFORMAMIDE; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SINGLE CRYSTALS;

SELF ASSEMBLY;

EID: 73449104535     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2009.10.036     Document Type: Article

References (40)

1. Miller C.O., Skoog F., Von Saltza M.H., and Strong F.M. J. Am. Chem. Soc. 77 (1955) 1392
2. Binns A.N. Plant Physiol. Plant Mol. Biol. 45 (1994) 173
3. Davies P.J. Plant Hormones (1995), Kluwer Academic Publishers, Dordrecht
4. Barciszewski J., Siboska G.E., Pedersen B.O., and Clark B.F.C. FEBS Lett. 393 (1996) 197
5. Raman N., and Elumalai S. Ind. J. Exp. Biol. 34 (1996) 577
6. Barciszewski J., Mielcarek M., Stobiecki M., Siboska G., and Clark B.F.C. Biochem. Biophys. Res. Commun. 279 (2000) 69
7. Rattan S.I.S., and Clark B.F.C. Biochem. Biophys. Res. Commun. 201 (1994) 665
8. Sharma S.P., Kaur P., and Rattan S.I.S. Biochem. Biophys. Res. Commun. 216 (1995) 1067
9. Rattan S.I.S. J. Anti-Ageing Med. 5 (2002) 113
10. Available from: , 03/03/2009.
11. Kissman H.M., and Weiss M.J. J. Org. Chem. 21 (1956) 1053
12. Ge L., Yong J.W.H., Goh N.K., Chia L.S., Tan S.N., and Ong E.S. J. Chromatogr. B 829 (2005) 26
13. Ishii Y., Hori Y., Sakai S., and Honma Y. Cell Growth Differ. 13 (2002) 19
14. Choi B., Kim W., Wang Q.C., Kim D., Tan S.N., Yong J.W.H., Kim K., and Yoon H.S. Cancer Lett. 261 (2008) 37
15. Griffaut B., Bos R., Maurizis J.C., Madelmont J.C., and Ledoigt G. Int. J. Biol. Macromol. 34 (2004) 271
16. Trávníček Z., Maľarová-Matiková M., and Mikulík J. Acta Crystallogr. E64 (2008) o823
17. Trávníček Z., George K.M., Maľarová-Matiková M., and Baran P. Acta Crystallogr. E63 (2007) o3859
18. Trávníček Z., and Popa I. Acta Crystallogr. E63 (2007) o629
19. Klanicová A., Trávníček Z., Popa I., Čajan M., and Doležal K. Polyhedron 25 (2006) 1421
20. Štarha P., Trávníček Z., and Popa I. J. Inorg. Biochem. 103 (2009) 978
21. Szu{combining double acute accent}čová L., Trávníček Z., Popa I., and Marek J. Polyhedron 27 (2008) 2710
22. Trávníček Z., Mikulík J., Čajan M., Zbořil R., and Popa I. Bioorg. Med. Chem. 16 (2008) 8719
23. Soriano-Garcia M., and Parthasarathy R. Acta Crystallogr. B33 (1977) 2674
24. Stanley N., Muthiah P.T., and Geib S.J. Acta Crystallogr. C59 (2003) o27
25. Soriano-Garcia M., Toscano R.A., and Espinosa G. J. Cryst. Spectrosc. Res. 15 (1985) 651
26. Slosarek G., Kozak M., Gierszewski J., and Pietrasko A. Acta Crystallogr. B62 (2006) 102
27. Walker R., and Tollin P. Cryst. Struct. Commun. 11 (1982) 399
28. Daly J.W., and Christensen B.E. J. Org. Chem. 21 (1956) 177
29. Oxford Diffraction. CrysAlis RED and CrysAlis CCD software (Ver. 1.171.32.5), Oxford Diffraction Ltd., Abingdon, Oxfordshire, UK, 2003.
30. Sheldrick G.M. Acta Crystallogr. A64 (2008) 112
31. K. Brandenburg, DIAMOND, Release 3.1c, Crystal Impact GbR, Bonn, Germany, 2006.
32. Gonnella N.C., Nakanishi H., Holtwick J.B., Horowitz D.S., Kanamori K., Leopard N.J., and Roberts J.D. J. Am. Chem. Soc. 105 (1983) 2050
33. Sečkářová P., Marek R., Maliňáková K., Kolehmainen E., Hocková D., Hocek M., and Sklenář M. Tetrahedron Lett. 45 (2004) 6259
34. Taylor R., and Kennard O. J. Mol. Struct. 78 (1982) 1
35. Blackburn G.M., Gait M.J., Loakes D., and Williams D.M. Nucleic Acids in Chemistry and Biology (1996), Oxford University Press
36. Cohen B., Hare P.M., and Kohler B. J. Am. Chem. Soc. 125 (2003) 13594
37. Chenon M.T., Pugmire R.J., Grant D.M., Panzica R.P., and Townsend L.B. J. Am. Chem. Soc. 97 (1975) 4636
38. Laxer A., Major D.T., Gottlieb H.E., and Fischer B. J. Org. Chem. 66 (2001) 5463
39. Wu Y., Sa R., Li Q., Wei Y., and Wu K. Chem. Phys. Lett. 467 (2009) 387
40. Holderna-Natkaniec K., Natkaniec I., Kasperkowiak W., Sciesinska E., Sciesinski J., and Mikuli E. J. Mol. Struct. 790 (2006) 94