Luminescent trimethoprim - Polyaminocarboxylate lanthanide complex conjugates for selective protein labeling and time-resolved bioassays

Bioconjugate Chemistry

Volumn 22, Issue 7, 2011, Pages 1402-1409

  Reddy, D Rajasekhar ^a   Pedró Rosa, Laura E ^a   Miller, Lawrence W ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODIES; ASSAYS; CHELATION; ENERGY TRANSFER; LUMINESCENCE; RARE EARTH ELEMENTS;

COMPLEX CONJUGATES; FUSION PROTEINS; LABELING PROTEINS; LANTHANIDES COMPLEXES; LONG LIFETIME; POLYAMINOCARBOXYLATES; PROTEIN LABELING; TIME-RESOLVED; TIME-RESOLVED LUMINESCENCE; TRIMETHOPRIM;

ESCHERICHIA COLI;

BACTERIUM LYSATE; CESIUM; CESIUM 124; CHELATE; DIHYDROFOLATE REDUCTASE; EUROPIUM; HETERODIMER; HYBRID PROTEIN; LANTHANIDE; POLYAMINOCARBOXYLATE; TERBIUM; TRIMETHOPRIM; TRIMETHOPRIM POLYAMINOCARBOXYLATE LANTHANIDE; UNCLASSIFIED DRUG; WATER;

ANTIBODY SPECIFICITY; ARTICLE; BINDING AFFINITY; BIOLUMINESCENCE RESONANCE ENERGY TRANSFER; CONTROLLED STUDY; COVALENT BOND; DRUG DETERMINATION; ESCHERICHIA COLI; LUMINESCENCE; LUMINESCENCE RESONANCE ENERGY TRANSFER; MICROSCOPY; NONHUMAN; PROTEIN BINDING; PROTEIN DETERMINATION; PROTEIN PURIFICATION; PROTEIN SYNTHESIS; QUANTUM YIELD; SELECTIVE PROTEIN LABELING;

BACTERIA (MICROORGANISMS); ESCHERICHIA COLI;

EID: 79960610523     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc200131k     Document Type: Article

References (21)

1. Bunzli, J. C. (2010) Lanthanide luminescence for biomedical analyses and imaging Chem. Rev. 110, 2729-55
2. Hovinen, J. and Guy, P. M. (2009) Bioconjugation with stable luminescent lanthanide(III) chelates comprising pyridine subunits Bioconjugate Chem. 20, 404-21
3. Leblanc, V., Delaunay, V., Claude Lelong, J., Gas, F., Mathis, G., Grassi, J., and May, E. (2002) Homogeneous time-resolved fluorescence assay for identifying p53 interactions with its protein partners, directly in a cellular extract Anal. Biochem. 308, 247-54 (Pubitemid 35177136)
4. Maurel, D., Comps-Agrar, L., Brock, C., Rives, M. L., Bourrier, E., Ayoub, M. A., Bazin, H., Tinel, N., Durroux, T., Prezeau, L., Trinquet, E., and Pin, J. P. (2008) Cell-surface protein-protein interaction analysis with time-resolved FRET and snap-tag technologies: application to GPCR oligomerization Nat. Methods 5, 561-7 (Pubitemid 351761765)
5. Selvin, P. R. and Hearst, J. E. (1994) Luminescence energy transfer using a terbium chelate: improvements on fluorescence energy transfer Proc. Natl. Acad. Sci. U. S. A. 91, 10024-8 (Pubitemid 24311941)
6. Rajapakse, H. E., Gahlaut, N., Mohandessi, S., Yu, D., Turner, J. R., and Miller, L. W. (2010) Time-resolved luminescence resonance energy transfer imaging of protein-protein interactions in living cells Proc. Natl. Acad. Sci. U. S. A. 107, 13582-7
7. Gahlaut, N. and Miller, L. W. (2010) Time-resolved microscopy for imaging lanthanide luminescence in living cells Cytometry A 77, 1113-25
8. Chen, J. and Selvin, P. R. (1999) Thiol-reactive luminescent chelates of terbium and europium Bioconjugate Chem. 10, 311-5 (Pubitemid 29147736)
9. Ge, P. and Selvin, P. R. (2003) Thiol-reactive luminescent lanthanide chelates: part 2 Bioconjugate Chem. 14, 870-6 (Pubitemid 37152945)
10. Ge, P. and Selvin, P. R. (2004) Carbostyril derivatives as antenna molecules for luminescent lanthanide chelates Bioconjugate Chem. 15, 1088-94 (Pubitemid 39297832)
11. Ge, P. and Selvin, P. R. (2008) New 9- or 10-dentate luminescent lanthanide chelates Bioconjugate Chem. 19, 1105-11 (Pubitemid 351748320)
12. Li, M. and Selvin, P. R. (1995) Luminescent polyaminocarboxylate chelates of terbium and europium: the effect of chelate structure J. Am. Chem. Soc. 117, 8132-8138
13. Li, M. and Selvin, P. R. (1997) Amine-reactive forms of a luminescent diethylenetriaminepentaacetic acid chelate of terbium and europium: Attachment to DNA and energy transfer measurements Bioconjugate Chem. 8, 127-132 (Pubitemid 27153285)
14. Xiao, M. and Selvin, P. R. (2001) Quantum yields of luminescent lanthanide chelates and far-red dyes measured by resonance energy transfer J. Am. Chem. Soc. 123, 7067-73 (Pubitemid 32879497)
15. Chen, J. and Selvin, P. R. (2000) Synthesis of 7-amino-4-trifluoromethyl- 2-(1H)-quinolinone and its use as an antenna molecule for luminescent europium polyaminocarboxylates chelates J. Photochem. Photobiol., A 135, 27-32
16. Krasnoperov, L. N., Marras, S. A., Kozlov, M., Wirpsza, L., and Mustaev, A. (2010) Luminescent probes for ultrasensitive detection of nucleic acids Bioconjugate Chem. 21, 319-27
17. Heyduk, E. and Heyduk, T. (1997) Thiol-reactive, luminescent europium chelates: luminescence probes for resonance energy transfer distance measurements in biomolecules Anal. Biochem. 248, 216-27 (Pubitemid 27233157)
18. Rajapakse, H. E., Reddy, D. R., Mohandessi, S., Butlin, N. G., and Miller, L. W. (2009) Luminescent terbium protein labels for time-resolved microscopy and screening Angew. Chem., Int. Ed. Engl. 48, 4990-2
19. Demas, J. N. and Crosby, G. A. (1971) The measurement of photoluminescence quantum yields. A review J. Phys. Chem. 75, 991-1024
20. Barraja, P., Diana, P., Montalbano, A., Dattolo, G., Cirrincione, G., Viola, G., Vedaldi, D., and Dall'Acqua, F. (2006) Pyrrolo[2,3-h]quinolinones: a new ring system with potent photoantiproliferative activity Bioorg. Med. Chem. 14, 8712-28 (Pubitemid 44667514)
21. Zitha-Bovens, E., Muller, R. N., Laurent, S., Elst, L. V., Geraldes, C. F. G. C., Bekkum, H. v., and Peters, J. A. (2005) Structure and dynamics of lanthanide complexes of triethylenetetramine-N,N,N′,N′′, N′′′,N′′′-hexaacetic acid (H6ttha) and of diamides H4ttha(NHR) derived from H6ttha as studied by NMR, NMRD, and EPR. Helv. Chim. Acta 88.