Selective recognition of protein tetraserine motifs with a cell-permeable, pro-fluorescent bis-boronic acid

Journal of the American Chemical Society

Volumn 131, Issue 2, 2009, Pages 438-439

  Halo, Tiffany L ^a   Appelbaum, Jacob ^b   Hobert, Elissa M ^a   Balkin, Daniel M ^b   Schepartz, Alanna ^a  

^a YALE UNIVERSITY   (United States)

^b YALE UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID; CELL IMAGING; CELL-PERMEABLE; FLUORESCENT SENSORS; LIVING CELL; MAMMALIAN CELLS; NANOMOLAR CONCENTRATION; RECOMBINANT PROTEIN; SELECTIVE RECOGNITION; SMALL MOLECULES; TAGGED PROTEINS; TIRF MICROSCOPY;

ACIDS; AMINES; AMINO ACIDS; FLUORESCENCE; GLUCOSE; LABELS; MAMMALS; PROTEINS; SENSORS;

CELL MEMBRANES;

BORONIC ACID DERIVATIVE; FLUORESCENT DYE; HEXOSE; N ACETYLNEURAMINIC ACID; PEPTIDE; POLYSERINE; RHODAMINE; XANTHENE DERIVATIVE;

ARTICLE; CELL MEMBRANE; CELL MEMBRANE PERMEABILITY; CELL SURFACE; EPIFLUORESCENCE MICROSCOPY; FLUORESCENCE; FLUORESCENCE MICROSCOPY; CHEMISTRY; HELA CELL; HUMAN; PROTEIN MOTIF;

AMINO ACID MOTIFS; BORONIC ACIDS; CELL MEMBRANE PERMEABILITY; FLUORESCENT DYES; HELA CELLS; HEXOSES; HUMANS; N-ACETYLNEURAMINIC ACID; PEPTIDES; RHODAMINES; XANTHENES;

EID: 62849090710     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja807872s     Document Type: Article

References (23)

1. Soh, N. Sensors 2008, 8, 1004-1024.
2. Giepmans, B. N. G.; Adams, S. R.; Ellisman, M. H.; Tsien, R. Y. Science 2006, 312, 217-224.
3. Chen, I.; Ting, A. Y. Curr. Opin. Biotechnol. 2005, 16, 35-40.
4. Griffin, B. A.; Adams, S. R.; Tsien, R. Y. Science 1998, 281, 269-272.
5. Adams, S. R.; Campbell, R. E.; Gross, L. A.; Martin, B. R.; Walkup, G. K.; Yao, Y.; Llopis, J.; Tsien, R. Y. J. Am. Chem. Soc. 2002, 124, 6063-76.
6. Cao, H.; Chen, B.; Squier, T. C.; Mayer, M. U. Chem. Commun. 2006, 2601-3.
7. Cao, H.; Xiong, Y.; Wang, T.; Chen, B.; Squier, T. C.; Mayer, M. U. J. Am. Chem. Soc. 2007, 129, 8672-8673.
8. Luedtke, N. W.; Dexter, R. J.; Fried, D. B.; Schepartz, A. Nat. Chem. Biol. 2007, 3, 779-84.
9. Stroffekova, K.; Proenza, C.; Beam, K. G. Pflugers Arch. 2001, 442, 859-866.
10. Langhorst, M. F.; Genisyuerek, S.; Stuermer, C. A. Histochem. Cell Biol. 2006, 125, 743-7.
11. Griffin, B. A.; Adams, S. R.; Jones, J.; Tsien, R. Y. Methods Enzymol. 2000, 327, 565-78.
12. Gaietta, G. M.; Giepmans, B. N.; Deerinck, T. J.; Smith, W. B.; Ngan, L.; Llopis, J.; Adams, S. R.; Tsien, R. Y.; Ellisman, M. H. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 17777-82.
13. Kim, K. K.; Escobedo, J. O.; St.Luce, N. N.; Rusin, O.; Wong, D.; Strongin, R. M. Org. Lett. 2003, 5, 5007-5010.
14. Kuivila, H. G.; Keough, A. H.; Soboczenski, E. J. J. Org. Chem. 1954, 19, 780-783.
15. Lorand, J. P.; Edwards, J. O. J. Org. Chem. 1959, 24, 769-774.
16. James, T. D.; Sandanayake, K.; Shinkai, S. Chem. Commun. 1994, 477-478.
17. James, T. D.; Shinkai, S. Artificial receptors as chemosensors for carbohydrates. Host-Guest Chemistry; Springer: Berlin, New York, 2002; Vol. 218, pp 159-200.
18. Martin, B. R.; Giepmans, B. N. G.; Adams, S. R.; Tsien, R. Y. Nat. Biotechnol. 2005, 23, 1308-1314.
19. Werz, D. B.; Ranzinger, R.; Herget, S.; Adibekian, A.; von der Lieth, C.-W.; Seeberger, P. H. ACS Chem. Biol. 2007, 2, 685-691.
20. Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 2nd ed.; Kluwer Acadamic: New York, 1999.
21. Leytus, S. P.; Melhado, L. L.; Mangel, W. F. Biochem. J. 1983, 209, 299-307.
22. Lin, M. Z.; Wang, L. Physiology 2008, 23, 131-141.
23. We emphasize that the proteins or biomolecules labeled by RhoBo within the cell interior have not been identified.