Self-immobilizing fluorogenic imaging agents of enzyme activity

Angewandte Chemie - International Edition

Volumn 50, Issue 1, 2011, Pages 300-303

  Kwan, David H ^a   Chen, Hong Ming ^a   Ratananikom, Khakhanang ^b   Hancock, Susan M ^a   Watanabe, Yoichiro ^a   Kongsaeree, Prachumporn T ^b   Samuels, A Lacey ^a   Withers, Stephen G ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^b KASETSART UNIVERSITY   (Thailand)

Author keywords

enzymes; fluorescence activated cell sorting; histology; imaging agents; quinone methides

Indexed keywords

ACTIVITY-BASED; ENZYME SUBSTRATES; FLUORESCENCE-ACTIVATED CELL SORTING; FLUORESCENT LABELS; FLUOROGENICS; IMAGING AGENT; IN-VIVO; QUINONE METHIDES;

CATALYSTS; ENZYMES; FLUORESCENCE; HISTOLOGY;

ENZYME ACTIVITY;

DIAGNOSTIC AGENT; ENZYME; FLUORESCENT DYE; INDOLE DERIVATIVE; QUINONE METHIDE;

ARTICLE; CELL SEPARATION; CHEMISTRY; METABOLISM; METHODOLOGY; MOLECULAR IMAGING; SPECTROFLUOROMETRY;

CELL SEPARATION; ENZYMES; FLUORESCENT DYES; INDOLEQUINONES; MOLECULAR IMAGING; SPECTROMETRY, FLUORESCENCE;

EID: 78650703265     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201005705     Document Type: Article

References (27)

1. G. R. MacGregor, A. E. Mogg, J. F. Burke, C. T. Caskey, Somatic Cell Mol. Genet. 1987, 13, 253-265.
2. Z. Huang, W. You, R. P. Haugland, V. B. Paragas, N. A. Olson, R. P. Haugland, J. Histochem. Cytochem. 1993, 41, 313-317.
3. J. Chao, R. DeBiasio, Z. Zhu, K. A. Giuliano, B. F. Schmidt, Cytometry 1996, 23, 48-53
4. S. Becker, H. Höbenreich, A. Vogel, J. Knorr, S. Wilhelm, F. Rosenau, K.-E. Jaeger, M. T. Reetz, H. Kolmar, Angew. Chem. 2008, 120, 5163-5166
5. Angew. Chem. Int. Ed. 2008, 47, 5085-5088.
6. Quinone Methides, Vol. 1, Wiley, Hoboken, NJ, 2009.
7. S. Halazy, V. Berges, A. Ehrhard, C. Danzin, Bioorg. Chem. 1990, 18, 330-344.
8. J. Zhu, S. G. Withers, P. B. Reichardt, E. Treadwell, T. P. Clausen, Biochem. J. 1998, 332, 367-371.
9. L.-C. Lo, T.-L. Pang, C.-H. Kuo, Y.-L. Chiang, H.-Y. Wang, J.-J. Lin, J. Proteome Res. 2002, 1, 35-40.
10. C.-S. Tsai, Y.-K. Li, L.-C. Lo, Org. Lett. 2002, 4, 3607-3610.
11. C.-P. Lu, C.-T. Ren, S.-H. Wu, C.-Y. Chu, L.-C. Lo, ChemBioChem 2007, 8, 2187-2190.
12. T. Komatsu, K. Kikuchi, H. Takakusa, K. Hanaoka, T. Ueno, M. Kamiya, Y. Urano, T. Nagano, J. Am. Chem. Soc. 2006, 128, 15946-15947.
13. J. K. Myers, T. S. Widlanski, Science 1993, 262, 1451-1453.
14. K. D. Janda, L.-C. Lo, C.-H. L. Lo, M.-M. Sim, R. Wang, C.-H. Wong, R. A. Lerner, Science 1997, 275, 945-948.
15. S. Cesaro-Tadic, D. Lagos, A. Honegger, J. H. Rickard, L. J. Partridge, M. G. Blackburn, A. Plückthun, Nat. Biotechnol. 2003, 21, 679-685.
16. V. Ahmed, Y. Lui, S. D. Taylor, ChemBioChem 2009, 10, 1457-1461.
17. M. Ichikawa, Y. Ichikawa, Bioorg. Med. Chem. Lett. 2001, 11, 1769-1773.
18. M. Kurogochi, S.-I. Nishimura, Y. C. Lee, J. Biol. Chem. 2004, 279, 44704-44712.
19. H. Hinou, M. Kurogochi, H. Shimizu, S.-I. Nishimura, Biochemistry 2005, 44, 11669-11675.
20. Q. P. Wang, U. Dechert, F. Jirik, S. G. Withers, Biochem. Biophys. Res. Commun. 1994, 200, 577-581.
21. L. J. Pillitteri, D. B. Sloan, N. L. Bogenschutz, K. U. Torii, Nature 2007, 445, 501-505.
22. D. C. Bergmann, F. D. Sack, Annu. Rev. Plant Biol. 2008, 58, 163-181.
23. R. A. Jefferson, Plant Mol. Biol. Rep. 1987, 5, 387-405.
24. J. B. Kempton, S. G. Withers, Biochemistry 1992, 31, 9961-9969.
25. J. R. K. Cairns, V. Champattanachai, C. Srisomsap, B. Wittman-Liebold, B. Thiede, J. Svasti, J. Biochem. 2000, 128, 999-1008.
26. P. Toonkool, P. Metheenukul, P. Sujiwattanarat, P. Paiboon, N. Tongtubtim, M. Ketudat-Cairns, J. Ketudat-Cairns, J. Svasti, Protein Expression Purif. 2006, 48, 195-204.
27. D. R. Bender, D. Kanne, D. F. Janice, H. Rapoport, J. Org. Chem. 1983, 48, 2709-2719.