Nucleic acid-triggered fluorescent probe activation by the staudinger reaction

Journal of the American Chemical Society

Volumn 126, Issue 50, 2004, Pages 16324-16325

  Cai, Jianfeng ^a   Li, Xiaoxu ^a   Yue, Xuan ^a   Taylor, John Stephen ^a  

^a WASHINGTON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORESCENT DYE; NUCLEIC ACID;

ARTICLE; CHEMICAL BOND; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; PH; REACTION ANALYSIS; STAUDINGER REACTION;

ACETIC ACIDS; AMINO ACIDS; FLUORENES; FLUORESCEINS; FLUORESCENT DYES; KINETICS; ORGANOPHOSPHORUS COMPOUNDS; PEPTIDE NUCLEIC ACIDS; PRODRUGS;

EID: 11444263726     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0452626     Document Type: Article

References (32)

1. For reviews, see: (a) Dirks, R. W.; Molenaar, C.; Tanke, H. J. Histochem. Cell Biol. 2001, 115, 3-11. (b) Paroo, Z.; Corey, D. R. J. Cell Biochem. 2003, 90, 437-442.
2. For reviews, see: (a) Dirks, R. W.; Molenaar, C.; Tanke, H. J. Histochem. Cell Biol. 2001, 115, 3-11. (b) Paroo, Z.; Corey, D. R. J. Cell Biochem. 2003, 90, 437-442.
3. For recent examples of single molecule mRNA detection, see: (a) Yao, G.; Fang, X.; Yokota, H.; Yanagida, T.; Tan, W. Chemistry 2003, 9, 5686-5692. (b) Knemeyer, J. P.; Herten, D. P.; Sauer, M. Anal. Chem. 2003, 75, 2147-2153.
4. For recent examples of single molecule mRNA detection, see: (a) Yao, G.; Fang, X.; Yokota, H.; Yanagida, T.; Tan, W. Chemistry 2003, 9, 5686-5692. (b) Knemeyer, J. P.; Herten, D. P.; Sauer, M. Anal. Chem. 2003, 75, 2147-2153.
5. (a) Tyagi, S.; Kramer, F. R. Nat. Biotechnol. 1996, 14, 303-308.
6. (b) Sokol, D. L.; Zhang, X.; Lu, P.; Gewirtz, A. M. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 11538-11543.
7. (c) Fang, X.; Mi, Y.; Li, J. J.; Beck, T.; Schuster, S.; Tan, W. Cell Biochem. Biophys. 2002, 37, 71-81.
8. (d) Xi, C.; Balberg, M.; Boppart, S. A.; Raskin, L. Appl. Environ. Microbiol. 2003, 69, 5673-5678.
9. (a) Cardullo, R. A.; Agrawal, S.; Flores, C.; Zamecnik, P. C.; Wolf, D. E. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 8790-8794.
10. (b) Tsuji, A.; Koshimoto, H.; Sato, Y.; Hirano, M.; Sei-Iida, Y.; Kondo, S.; Ishibashi, K. Biophys. J. 2000, 78, 3260-3274.
11. (c) Tsuji, A.; Sato, Y.; Hirano, M.; Suga, T.; Koshimoto, H.; Taguchi, T.; Ohsuka, S. Biophys. J. 2001, 81, 501-515.
12. (d) Ishibashi, K.; Tsuji, A. Anal. Chem. 2003, 75, 2715-2723.
13. (a) Ma, Z.; Taylor, J. S. Bioconjugate Chem. 2003, 14, 679-683.
14. (b) Ma, Z.; Taylor, J. S. Bioorg. Med. Chem. 2001, 9, 2501-2510.
15. (a) Sando, S.; Kool, E. T. J. Am. Chem. Soc. 2002, 124, 9686-9687.
16. (b) Sando, S.; Kool, E. T. J. Am. Chem. Soc. 2002, 124, 2096-2097.
17. (c) Sando, S.; Abe, H.; Kool, E. T. J. Am. Chem. Soc. 2004, 126, 1081-1087.
18. (d) Sando, S.; Sasaki, T.; Kanatani, K.; Aoyama, Y. J. Am. Chem. Soc. 2003, 125, 15720-15721.
19. Ma, Z.; Taylor, J.-S. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 11159-11163.
20. (a) Staudinger, H.; Meyer, J. Helv. Chim. Acta 1919, 2, 635-646.
21. (b) Gololobov, Y. G.; Kasukhin, L. F. Tetrahedron 1992, 48, 1353-1406.
22. Saxon, E.; Bertozzi, C. R. Science 2000, 287, 2007-2010.
23. For a recent review, see: Kohn, M.; Breinbauer, R. Angew. Chem., Int. Ed. 2004, 43, 3106-3116.
24. Lemieux, G. A.; De Graffenried, C. L.; Bertozzi, C. R. J. Am. Chem. Soc. 2003, 125, 4708-4709.
25. Li, X.; Taylor, J. S. Bioorg. Med. Chem. 2004, 12, 545-552.
26. Dyke, J. M.; Groves, A. P.; Morris, A.; Ogden, J. S.; Dias, A. A.; Oliveira, A. M. S.; Costa, M. L.; Barros, M. T.; Cabral, M. H.; Moutinho, A. M. C. J. Am. Chem. Soc. 1997, 119, 6883-6887.
27. Leffler, J. E.; Temple, R. D. J. Am. Chem. Soc. 1967, 89, 5235-5246.
28. Egholm, M.; Buchardt, O.; Christensen, L.; Behrens, C.; Freier, S. M.; Driver, D. A.; Berg, R. H.; Kim, S. K.; Norden, B.; Nielsen, P. E. Nature 1993, 365, 566-568.
29. Peffer, N. J.; Hanvey, J. C.; Bisi, J. E.; Thomson, S. A.; Hassman, C. F.; Noble, S. A.; Babiss, L. E. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 10648-10652.
30. Uhlmann, E. Biol. Chem. 1998, 379, 1045-1052.
31. Demidov, V. V.; Potaman, V. N.; Frank-Kamenetskii, M. D.; Egholm, M.; Buchard, O.; Sonnichsen, S. H.; Nielsen, P. E. Biochem. Pharmacol. 1994, 48, 1310-1313.
32. The copy number for human mRNAs ranges from 1 to 10 000/cell, corresponding to 0.001-10 nM for a cell with a volume of 1 pL.