Libraries of composite polyfluors built from fluorescent deoxyribosides

Journal of the American Chemical Society

Volumn 124, Issue 39, 2002, Pages 11590-11591

  Gao, Jianmin ^a   Strässler, Christoph ^a   Tahmassebi, Deborah ^b   Kool, Eric T ^a  

^a STANFORD UNIVERSITY   (United States)

^b UNIVERSITY OF SAN DIEGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DEOXYRIBOSE; DYE; NUCLEOTIDE; POLYFLUOR; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; COMPOSITE MATERIAL; DERIVATIZATION; DNA LIBRARY; FLUORESCENCE; GENOME; MOLECULAR INTERACTION; POLYMERIZATION; SOLUBILITY;

DEOXYRIBONUCLEOSIDES; DNA, SINGLE-STRANDED; FLUORESCENT DYES; PYRENES; SPECTROMETRY, FLUORESCENCE;

EID: 0037009961     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja027197a     Document Type: Article

References (33)

1. (a) Mayer, A.; Neuenhofer, S. Angew. Chem., Int. Ed. Engl. 1994, 33, 1044-1072.
2. (b) Zimmer, M. Chem. Rev. 2002, 102, 759-781.
3. (a) Hoveyda, A. H. Chem. Biol. 1999, 6, R305-R308.
4. (b) Copeland, G. T.; Miller, S. J. J. Am. Chem. Soc. 2001, 123, 6496-6502.
5. (c) Battersby, B. J.; Bryant, D.; Meutermans, W.; Matthews, D.; Smythe, M. L.; Trau, M. J. Am. Chem. Soc. 2000, 122, 2138-2139.
6. (d) Nanthakumar, A.; Pon, R. T.; Mazumder, A.; Yu, S. Y.; Watson, A. Bioconjugate Chem. 2000, 11, 282-288.
7. (e) Gauglitz, G. Curr. Opin. Chem. Biol. 2000, 4, 351-355.
8. (f) Reetz, M. T. Angew. Chem., Int. Ed. 2001, 40, 284-310.
9. (g) Stambuli, J. P.; Stauffer, S. R.; Shaughnessy, K. H.; Hartwig, J. F. J. Am. Chem. Soc. 2001, 123, 2677-2678.
10. (h) Moreira, R.; Havranek, M.; Sames, D. J. Am. Chem. Soc. 2001, 123. 3927-3931.
11. (i) Battersby, B. J.; Lawrie, G. A.; Trau, M. Drug Discovery Today 2001, 6, S19-S26.
12. (j) Farrer, R. A.; Copeland, G. T.; Previte, M. J. R.; Okamoto, M. M.; Miller, S. J.; Fourkas, J. T. J. Am. Chem. Soc. 2002, 124, 1994-2003.
13. (a) Isacsson, J.; Westman, G. Tetrahedron Lett. 2001, 42, 3207-3210.
14. (b) Schiedel, M. S.; Briehn, C. A.; Bauerle, P. Angew. Chem., Int. Ed. 2001, 40, 4677-4680.
15. Glazer, A. N.; Mathies, R. A. Curr. Opin. Biotechnol. 1997, 8, 94-102.
16. Kool, E. T. Acc. Chem. Res. 2002, 35, in press.
17. Ohlmeyer, M. H. J.; Swanson, M.; Dillard, L. W.; Reader, J. C.; Asouline, G.; Kobayashi, R.; Wigler, M.; Still, W. C. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 10922-10926.
18. (a) Letard, J. F.; Lapouyade, R.; Rettig, W. J. Am. Chem. Soc. 1993, 115, 2441-2447.
19. (b) Zaharia, C. N.; Tarabasanu-Mihaila, C. Rev. Roum. Phys. 1975, 20, 769-780.
20. (c) Nijegorodov, N. I.; Downey, W. S. J. Phys. Chem. 1994, 98, 5639-5643.
21. Experiments revealed that the quinacridone fluoroside is somewhat labile to the acidic detritylation conditions; thus, if the Q fluorophore appears toward the 3′ end of a sequence, it is lost to some degree.
22. (a) Adronov, A.; Frechet, J. M. J. Chem. Commun. 2000, 1701-1710.
23. (b) Burrell, A. K.; Officer, D. L.; Plieger, P. G.; Reid, D. C. W. Chem. Rev. 2001, 101, 2751-2796.
24. (c) Weil, T.; Wiesler, U. M.; Herrmann, A.; Bauer, R.; Hofkens, J.; De Schryver, F. C.; Mullen, K. J. Am. Chem. Soc. 2001, 123, 8101-8108.
25. (d) Peng, K. Y.; Chen, S. A.; Fann, W. S. J. Am. Chem. Soc. 2001, 123, 11388-11397.
26. (e) Sugou, K.; Sasaki, K.; Kitajima, K.; Iwaki, T.; Kuroda, Y. J. Am. Chem. Soc. 2002, 124, 1182-1183.
27. (f) Kodis, G.; Liddell, P. A.; de la Garza, L.; Clausen, P. C.; Lindsey, J. S.; Moore, A. L.; Moore, T. A.; Gust, D. J. Phys. Chem. A 2002, 106, 2036-2048.
28. (g) Loewe, R. S.; Lammi, R. K.; Diers, J. R.; Kirmaier, C.; Bocian, D. F.; Holten, D.; Lindsey, J. S. J. Mater. Chem. 2002, 12, 1530-1552.
29. (a) Kawahara, S.: Uchimaru, T.; Murata, S. Chem. Commun. 1999, 563-564.
30. (b) Ohya, Y.; Yabuki, K.; Komatsu, M.; Ouchi, T. Polym. Adv. Technol. 2000, 11, 845-855.
31. (c) Tong, A. K.; Li, Z. M.; Jones, G. S.; Russo, J. J.; Ju, J. Y. Nat. Biotechnol. 2001, 19, 756-759.
32. (d) Tong, A. K.; Jockusch, S.; Li, Z.; Zhu, H.; Akins, D. L.; Turro, N. J.; Ju, J. J. Am. Chem. Soc. 2001, 123, 12923-12924.
33. (e) Tong, A. K.; Ju, J. Y. Nucleic Acids Res. 2002, 30, e19.