New on-bead near-infrared fluorophores and fluorescent sensor constructs

Organic Letters

Volumn 11, Issue 16, 2009, Pages 3638-3641

  Palma, Aniello ^a   Tasior, Mariusz ^a   Frimannsson, Daniel O ^a   Vu, Thanh Truc ^b   Méallet Renault, Rachel ^b   O'Shea, Donal F ^a  

^a UNIVERSITY COLLEGE DUBLIN   (Ireland)

^b UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORESCENT DYE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NEAR INFRARED SPECTROSCOPY; SYNTHESIS;

FLUORESCENT DYES; MOLECULAR STRUCTURE; SPECTROSCOPY, NEAR-INFRARED;

EID: 68949135058     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901413u     Document Type: Article

References (26)

1. Rao, J.; Dragulescu-Andrasi, A.; Yao, H. Curr. Opin. Biotechnol. 2007, 18, 17.
2. (a) Copeland, G. T.; Miller, S. J. J. Am. Chem. Soc. 1999, 121, 4306.
3. (b) Méallet-Renault, R.; Denjean, P.; Pansu, R. B. Sens Actuators B 1999, 59, 108.
4. (c) Méallet-Renault, R.; Pansu, R.; Amigoni-Gerbier, S.; Larpent, C. Chem. Commun. 2004, 20, 2344.
5. (d) Ow, H.; Larson, D. R.; Srivastava, M.; Baird, B. A.; Webb, W. W.; Wiesner, U. Nano Lett. 2005, 5, 113.
6. (e) Nath, S.; Maitra, U. Org. Lett. 2006, 8, 3239.
7. (f) Brown, G. J.; de Silva, A. P.; James, M. R.; McKinney, B. O. F.; Pears, D. A.; Weir, S. M. Tetrahedron 2008, 64, 8301.
8. Tian, Z.; Shaller, A. D.; Li, A. D. Q. Chem. Commun. 2009, 2, 180.
9. (a) Killoran, J.; Allen, L.; Gallagher, J. F.; Gallagher, W. M.; O'Shea, D. F. Chem. Commun. 2002, 17, 1862.
10. (b) Gorman, A.; Killoran, J.; O'Shea, C.; Kenna, T.; Gallagher, W. M.; O'Shea, D. F. J. Am. Chem. Soc. 2004, 126, 10619.
11. (c) McDonnell, S. O.; Hall, M. J.; Allen, L. T.; Byrne, A.; Gallagher, W. M.; O'Shea, D. F. J. Am. Chem. Soc. 2005, 127, 16360.
12. (d) Gallagher, W. M.; Allen, L. T.; O'Shea, C.; Kenna, T.; Hall, M.; Killoran, J.; O'Shea, D. F. Br. J. Cancer 2005, 92, 1702.
13. (e) Hall, M. J.; McDonnell, S. O.; Killoran, J.; O'Shea, D. F. J. Org. Chem. 2005, 70, 5571.
14. Ntziachristos, V.; Ripoll, J.; Wang, L. V.; Weissleder, R. Nat. Biotechnol. 2005, 23, 313.
15. (a) Killoran, J.; O'Shea, D. F. Chem. Commun. 2006, 14, 1503.
16. (b) Hall, M. J.; Allen, L. T.; O'Shea, D. F. Org. Biomol. Chem. 2006, 4, 776.
17. (c) McDonnell, S. O.; O'Shea, D. F. Org. Lett. 2006, 8, 3493.
18. (d) Gawley, R. E.; Mao, H.; Mahbubul Haque, M.; Thorne, J. B.; Pharr, J. S. J. Org. Chem. 2007, 72, 2187.
19. (e) Coskun, A.; Deniz Yilmaz, M.; Akkaya, E. U. Org. Lett. 2007, 9, 607.
20. (f) Loudet, A.; Bandichhor, R.; Wu, L.; Burgess, K. Tetrahedron 2008, 64, 3642.
21. (g) Killoran, J.; McDonnell, S. O.; Gallagher, J. F.; O'Shea, D. F. New J. Chem. 2008, 32, 483.
22. Loudet, A.; Bandichhor, R.; Burgess, K.; Palma, A.; McDonnell, S. O.; Hall, M. J.; O'Shea, D. F. Org. Lett. 2008, 21, 4772.
23. For conditions utilized in oxygen-fluorine displacements on BODIPY dyes, see: (a) Gabe, Y.; Ueno, T.; Kojima, H.; Nagano, T. Anal. Bioanal. Chem. 2006, 386, 621.
24. (b) Tahtaoui, C.; Thomas, C.; Rohmer, F.; Klotz, P.; Duportail, G.; Mly, Y.; Bonnet, D.; Hibert, M. J. Org. Chem. 2007, 72, 269.
25. 2-bead is also possible.
26. Rademann, J.; Barth, M.; Brock, R.; Egelhaaf, H.-J.; Jung, G Chem.-Eur. J. 2001, 7, 3884.