8-(p-CF 3-cinnamyl)-modified purine nucleosides as promising fluorescent probes

Organic and Biomolecular Chemistry

Volumn 9, Issue 22, 2011, Pages 7763-7773

  Zilbershtein, Lital ^a   Silberman, Alon ^a   Fischer, Bilha ^a  

^a BAR ILAN UNIVERSITY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL; ALKYNYLS; ANTI-CONFORMATIONS; EMISSION WAVELENGTH; FLUORESCENT DYES; FLUORESCENT PROBES; FURTHER DEVELOPMENT; GENETIC MATERIALS; GUANOSINES; INTRA-MOLECULAR CHARGE TRANSFER; INTRINSIC FLUORESCENCE; OLIGONUCLEOTIDE PROBES; SENSITIVE DETECTION;

BIOMOLECULES; CHARGE TRANSFER; FLUORESCENCE SPECTROSCOPY; ION EXCHANGE; OLIGONUCLEOTIDES; PROBES; QUANTUM YIELD; RNA;

FLUORESCENCE;

DNA; FLUORESCENT DYE; OLIGONUCLEOTIDE; PHENOL DERIVATIVE; PURINE NUCLEOSIDE; RNA;

ARTICLE; BASE PAIRING; CHEMISTRY; CONFORMATION; FLUORESCENCE; METABOLISM; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; SPECTROFLUOROMETRY; STAINING; SYNTHESIS;

BASE PAIRING; DNA; FLUORESCENCE; FLUORESCENT DYES; MAGNETIC RESONANCE SPECTROSCOPY; NUCLEIC ACID CONFORMATION; OLIGONUCLEOTIDES; PHENOLS; PURINE NUCLEOSIDES; QUANTUM THEORY; RNA; SPECTROMETRY, FLUORESCENCE; STAINING AND LABELING;

EID: 80055000563     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1ob05681f     Document Type: Article

References (56)

1. D. P. Burma Quart. J. Surg. Sci. 1969 5 114 126
2. L. Gehrke Gene Anal. Tech. 1986 3 45 52
3. C Mougin A. F. Guitteny B. Fouque G. Viennet R. Teoule B. Bloch J. Pathol. 1990 160 187 194
4. L. J. Kricka P. Fortina Clin. Chem. (Washington, DC, U. S.) 2009 55 670 683
5. E. Nir K. Kleinermanns L. Grace M. S. de Vries J. Phys. Chem. A 2001 105 5106 5110
6. P. R. Callis Annu. Rev. Phys. Chem. 1983 34 329 357
7. R. P. Haugland, The Handbook-A guide to fluorescent probes and labeling technologies, Invitrogen/Molecular Probes, Carlsbad, CA, 10th edn, 2005
8. Z. G. Goldsmith N. Dhanasekaran Int. J. Mol. Med. 2004 13 483 495
9. C. Fauth M. R. Speicher Cytogenet. Cell Genet. 2001 93 1 10
10. B. Dummitt Y.-H. Chang Assay Drug Dev. Technol. 2006 4 343 349
11. S. A. E. Marras S. Tyagi F. R. Kramer Clin. Chim. Acta 2006 363 48 60
12. G Yao M. S. John W. Tan Fluore. Sens. Biosens. 2006 67 92
13. P. R. Langer A. A. Waldrop D. C. Ward Proc. Natl. Acad. Sci. U. S. A. 1981 78 6633 6637
14. A. M. Femino F. S. Fay K. Fogarty R. H. Singer Science 1998 280 585 590
15. D. W. Dodd R. H. E. Hudson Mini-Rev. Org. Chem. 2009 6 378 391
16. M. Daniels W. Hauswirth Science 1971 171 675 677
17. G. Kodali K. A. Kistler M. Narayanan S. Matsika R. J. Stanley J. Phys. Chem. A 2010 114 256 267
18. Nouha Ben Gaied Nicole Glasser Nick Ramalanjaona Hervé Beltz Philippe Wolff Roland Marquet A. B. a. Y. Mély Nucleic Acids Res. 2005 33 1031 1039
19. J. M. Jean K. B. Hall Proc. Natl. Acad. Sci. U. S. A. 2001 98 37 41
20. E. Sharon S. A. Levesque M. N. Munkonda J. Sevigny D. Ecke G. Reiser B. Fischer ChemBioChem 2006 7 1361 1374
21. K. M. Sun C. K. McLaughlin D. R. Lantero R. A. Manderville J. Am. Chem. Soc. 2007 129 1894 1895
22. P. Capek R. Pohl M. Hocek Org. Biomol. Chem. 2006 4 2278 2284
23. A. Collier G. K. Wagner Synth. Commun. 2006 36 3713 3721
24. A. G. Firth I. J. S. Fairlamb K. Darley C. G. Baumann Tetrahedron Lett. 2006 47 3529 3533
25. C. Lambertucci S. Costanzi S. Vittori R. Volpini G. Cristalli Nucleosides, Nucleotides Nucleic Acids 2001 20 1153 1157
26. E. C. Western, thesis, University of Alabama, 2005
27. J. Yvon, A Guide to recording fluorescence quantum yields, http://www.jobinyvon.com
28. S Fery-Forgues D. Lavabre J. Chem. Educ. 1999 76 1260 1264
29. G. Favaro A. Romani R. S. Becker Photochem. Photobiol. 2001 74 378 384
30. R Borrelli A. Peluso J. Chem. Phys. 2006 125 194308
31. T Petrenko O. Krylova F. Neese M. Sokolowski New J. Phys. 2009 11 015001
32. P. A. Hart J. P. Davis Jerusalem Symp. Quantum Chem. Biochem. 1973 5 297 310
33. S. S. Tavale H. M. Sobell J. Mol. Biol. 1970 48 109 123
34. A. L. Millen C. K. McLaughlin K. M. Sun R. A. Manderville S. D. Wetmore J. Phys. Chem. A 2008 112 3742 3753
35. D. B. Davies Prog. Nucl. Magn. Reson. Spectrosc. 1978 12 135 225
36. W. Sanger, Principles of nucleic acid structure, Springer-Verlag, Berlin, 1984
37. D. B. Davies S. S. Danyluk Biochemistry 1974 13 4417 4434
38. C Altona M. Sundaralingam J. Am. Chem. Soc. 1972 94 8205 8212
39. C Altona M. Sundaralingam J. Am. Chem. Soc. 1973 95 2333 2344
40. T. M. Nordlund S. Andersson L. Nilsson R. Rigler A. Graeslund L. W. McLaughlin Biochemistry 1989 28 9095 9103
41. M. J. Rist J. P. Marino Curr. Org. Chem. 2002 6 775 793
42. R. S. Butler P. Cohn P. Tenzel K. A. Abboud R. K. Castellano J. Am. Chem. Soc. 2009 131 623 633
43. R. S. Butler A. K. Myers P. Bellarmine K. A. Abboud R. K. Castellano J. Mater. Chem. 2007 17 1863 1865
44. M. A. Haidekker E. A. Theodorakis J. Biol. Eng. 2010 4 11
45. B. Kumar Paul A. Samanta S. Kar N. Guchhait J. Lumin. 2010 130 1258 1267
46. R. Nandy S. Sankararaman Beilstein J. Org. Chem. 2010 6 992 1001
47. Y. Saito A. Suzuki K. Imai N. Nemoto I. Saito Tetrahedron Lett. 2010 51 2606 2609
48. S.-L. Wang J.-M. Lin S.-E. Shu C.-Y. Chern J. Photochem. Photobiol., A 2010 210 54 60
49. J. R. Mansfield K. W. Gossage C. C. Hoyt R. M. Levenson J. Biomed. Opt. 2005 10 041207
50. H. S. Basu B. G. Feuerstein D. A. Zarling R. H. Shafer L. J. Marton J. Biomol. Struct. Dyn. 1988 6 299 309
51. J. Nickol M. Behe G. Felsenfeld Proc. Natl. Acad. Sci. U. S. A. 1982 79 1771 1775
52. R. M. Santella D. Grunberger I. B. Weinstein A. Rich Proc. Natl. Acad. Sci. U. S. A. 1981 78 1451 1455
53. T. E. Storr A. G. Firth K. Wilson K. Darley C. G. Baumann I. J. S. Fairlamb Tetrahedron 2008 64 6125 6137
54. T. E. Storr C. G. Baumann R. J. Thatcher S. De Ornellas A. C. Whitwood I. J. S. Fairlamb J. Org. Chem. 2009 74 5810 5821
55. WO. Pat, 2005123755, 2005
56. WO. Pat, 2007091056, 2007