Synthesis of a fluorescent derivative of 6-N-[N-(6-aminohexyl)-carbamoyl-2′,3′-dideoxyadenosine 5′-triphosphate for detection of nucleic acids

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 9, 2000, Pages 1411-1415

  Schoctzau, Thomas ^a,d   Klingel, Sven ^b   Wartbichler, Regina ^c   Koert, Ulrich ^a   Engels, Joachim W ^b  

^a HUMBOLDT UNIVERSITY   (Germany)

^b Interactiva Biotechnologie GmbH   (Germany)

^c ROCHE DIAGNOSTICS GMBH   (Germany)

^d GOETHE UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; DERIVATIVES; FLUORESCENCE; SYNTHESIS (CHEMICAL);

FLUORESCENT DERIVATIVES;

DNA SEQUENCES;

EID: 0034616460     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b0001201     Document Type: Article

References (24)

1. F. Sanger, S. Nicklen and A. R. Coulson, Proc. Natl. Acad. Sci. USA, 1977, 74, 5463.
2. C. Wojczewski, K. Stolze and J. W. Engels, Synlett, 1999, 1667.
3. (a) W. Ansorge, B. Sproat, J. Stegemann, C. Schwager and M. Zenke, Nucleic Acids Res., 1987, 15, 4593;
4. (b) L. G. Lee, S. L. Spurgeon, C. R. Heiner, S. C. Benson, B. B. Rosenblum, S. M. Menschen, R. J. Graham, A. Constantinescu, K. G. Upadhya and J. M. Cassel, Nucleic Acids Res., 1997, 25, 2816.
5. (a) J. M. Prober, G. L. Trainor, R. J. Dam, F. W. Hobbs, C. W. Robertson, R. J. Zagursky, A. J. Cocuzza, M. A. Jensen and K. Baumeister, Science, 1987, 238, 336;
6. (b) L. G. Lee, C. R. Connell, S. L. Woo, R. D. Cheng, B. F. McArdle, C. W. Fuller, N. D. Halloran and R. K. Wilson, Nucleic Acids Res., 1992, 20, 2471;
7. B. B. Rosenblum, L. G. Lee, S. L. Spurgeon, S. H. Khan, S. M. Menchen, C. R. Heiner and S. M. Chen, Nucleic Acids Res., 1997, 25, 4500.
8. (a) B. Canard and R. S. Sarfati, Gene, 1994, 148, 1;
9. (b) R. S. Sarfati, T. Berthod, C. Guerriro and B. Canard, J. Chem. Soc., Perkin Trans. 1, 1995, 1163;
10. M. L. Metzker, R. Raghavachari, S. Richards, S. E. Jacutin, A. Civitello, K. Burgess and R. A. Gibbs, Nucleic Acids Res., 1994, 22,4259;
11. J. Hovinen, E. Azhayeva, A. Azhayev, A. Guzaev and H. Lönnberg, J. Chem. Soc., Perkin Trans 1, 1994, 211;
12. (e) K. Faulstich, M. Herrlein, S. Brandtner, R. Konrad, C. Griesinger and J. W. Engels, Bioorg. Med Chem. Lett., 1994, 4 1975;
13. (f) T. Schoetzau, T. Holletz and D. Cech, Chem Commun., 1996, 387;
14. (g) C. Wojczewski, K. Faulstich and J. W. Engels' Nucleosides, Nucleotides, 1997, 16, 751.
15. M. K. Herrlein, R. E. Konrad, J. W. Engels, T. Holletz and D. Cech, Helv. Chim. Acta, 1994, 77, 586.
16. B. Canard, B. Cardona and R. S. Sarfati, Proc. Natl Acad. Sci. USA, 1995, 92, 10859.
17. T. Schoetzau, U. Koert and J. W. Engels, Synthesis, in the press.
18. K. Stolze, U. Koert, S. Klingel, G. Sagner, R. Wartbichler and J. W. Engels, Helv. Chim. Acta, 1999, 82, 1311.
19. R. W. Adamiak and J. Stawinski, Tetrahedron Lett., 1977, 1035.
20. S. Agrawal and J. Y. Tang, Tetrahedron Lett., 1990, 31, 1543.
21. J. Ludwig and F. Eckstein, J. Org. Chem., 1989, 54, 631.
22. W. Bannwarth and R. Knorr, Tetrahedron Lett., 1991, 32, 1157.
23. U. Lieberwirth, J. Arden-Jacob, K. H. Drexhage, D. P. Herten, R. Müller, M. Neumann, A. Schulz, S. Siebert, G. Sagner, S. Klingel, M. Sauer and J. Wolfrum, Anal. Chem., 1998, 70, 4771.
24. G. Sagner (Roche Diagnostics GmbH, Nonnenwald 2, D-82377 Penzberg), personal communication.