New donor acceptor pair for fluorescent immunoassays by energy transfer

Bioconjugate Chemistry

Volumn 10, Issue 6, 1999, Pages 1107-1114

  Schobel, Uwe ^a   Egelhaaf, Hans Joachim ^a   Brecht, Andreas ^b   Oelkrug, Dieter ^a   Gauglitz, Günter ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

^b EPFL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

BOVINE SERUM ALBUMIN; CYANIONE DYE; DYE; FLUORESCENCE ANALYSIS; IMMUNOASSAY;

BINDING ENERGY; BODY FLUIDS; ENERGY TRANSFER; FLUORESCENCE QUENCHING; IMMUNOLOGY; PROTEINS; QUANTUM YIELD;

DONOR AND ACCEPTOR; DONOR-ACCEPTOR DYES; DONOR-ACCEPTOR PAIRS; DYE PAIRS; ENERGY-TRANSFER; FLUORESCENCE LIFETIMES; FLUORESCENT IMMUNOASSAYS; FORSTER; PHOTOPHYSICAL PROPERTIES; RESONANCE ENERGY TRANSFER;

DIMERS;

EID: 0033231324     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc990073b     Document Type: Article

References (47)

1. Yalow, R. S., and Berson, S. A. (1960) Immunoassay of endogenous plasma insulin in man. J. Clin. Invest. 39, 1157-1175.
2. O'Donnell, C. M., and Suffin, S. C. (1979) Fluorescence Immunoassays. Anal. Chem. 51, 33A-40A.
3. Chan, D. W. (1987) Fluorescence Immunoassay. Immunoassay: a practical guide (D. W. Chan, Ed.) pp 15-23, Academic Press Inc., San Diego.
4. Christopoulos, T. K., and Diamandis, E. P. (1996) Fluorescence Immunoassay. Immunoassay (D. W. Chan, Ed.) pp 309-335, Academic Press Inc., San Diego.
5. Siitari, H., Hemmilä, I., Soini, E., and Lövgren, T. (1983) Detection of hepatitis B surface antigen using time-resolved fluoroimmunoassay. Nature 301, 258-260.
6. Youn, H. J., Terpetschnig, E., Szmacinski, H., and Lakowicz, J. R. (1995) Fluorescence Energy Transfer Immunoassay Based on a Long-Lifetime Luminescent Metal-Ligand Complex. Anal. Biochem. 232, 24-30.
7. Yuan, J., and Matsumoto, K. (1998) A new Tetradentate β-Diketonate-Europium Chelate that can be Covalently Bound to Proteins for Time-Resolved Fluoroimmunoassay. Anal. Chem. 70, 596-601.
8. Heyduk, E., and Heyduk, T. (1997) Thiol-Reactive Luminescent Europium Chelates: Luminescence Probes for Resonance Energy Transfer Distance Measurements in Biomolecules. Anal. Biochem. 248, 216-227.
9. Gaillard, O., Kapel, N., Galli, J., Delattre, J., and Meillet, D. (1994) Time-resolved fluorometry: Principles and applications in clinical chemistry. Ann. Biol. Clin. 52, 751-755.
10. Cullander, C. (1994) Imaging in the far-red with electronic light microscopy: requirements and limitations. J. Microsc. 176, 281-286.
11. Wood, P. (1991) Heterogeneous fluoroimmunoassay. Principles and practice of immunoassay (C. P. Price and D. J. Newman, Eds.) pp 365-393, Stockton Press, New York.
12. Narayanan, N., Strekowski, L., Lipowska, M., and Patonay, G. (1995) A New Method for the Synthesis of Heptamethine Cyanine Dyes: Synthesis of New Near-Infrared Fluorescent Labels. J. Org. Chem. 60, 2391-2395.
13. Mason, J. C., and Patonay, G. (1996) Functionalization of Near-Infrared Cyanine Dyes. J Heterocycl. Chem. 33, 1685-1688.
14. Lee, L. G., Woo, S. L., Head, D. F., Dubrow, R. S., and Baer, T. M. (1995) Near-IR Dyes in Three-Color Volumetric Capillary Cytometrie: Cell Analysis With 633-and 785-nm Laser Excitation. Cytometrie 21, 120-128.
15. Terpetschnig, E., Szmacinski, H., Ozinskas A., and Lakowicz, J. R. (1994) Synthesis of Squaraine-N-Hydroxysuccinimide Esters and Their Biological Application as Long-Wavelength Fluorescent Labels. Anal. Biochem. 217, 197-204.
16. Ernst, L. A., Gupta, R. K., Mujumdar, R. B., and Waggoner, A. S. (1989) Cyanine Dye Labeling Reagents for Sulfhydryl Groups. Cytometry 10, 3-10.
17. Mujumdar, R. B., Ernst, L. A., Mujumdar, S. R., and Waggoner, A. S. (1989) Cyanine Dye Labeling Reagents Containing Isothiocyanate Groups, Cytometry 10, 11-19.
18. Mujumdar, R. B., Ernst, L. A., Mujumdar, S. R., Lewis C. J., and Waggoner, A. S. (1993) Cyanine Dye Labeling Reagents: Sulfoindocyanine Succinimidyl Esters. Bioconjugate Chem. 4, 105-111.
19. Southwick, P. L., Ernst, L. A., Tauriello, E. W., Parker, S. R., Mujumdar, R. B., Mujumdar, S. R., Clever H. A., and Waggoner, A. S. (1990) Cyanine Dye Labeling Reagents-Carboxymethyl-indocyanine Succinimidyl Esters. Cytometry 11, 418-430.
20. Mujumdar, S. R., Mujumdar, R. B., Grant, C. M., and Waggoner, A. S. (1996) Cyanine-Labeling Reagents: Sulfobenzindocyanine Succinimidyl Esters. Bioconjugate Chem. 7 (3), 356-362.
21. Soper, S. A., and Mattingly, Q. L. (1994) Steady-State and Picosecond Laser Fluorescence Studies of Nonradiative Pathways in Tricarbocyanine Dyes: Implications to the Design of Near-IR Fluorochromes with High Fluorescence Efficiencies. J. Am. Chem. Soc. 116, 3744-3752.
22. Williams, R. J., Peralta, J. M., Tsang, V. C. W., Narayanan, N., Casay, G. A., Lipowska, M., Strekowski, L., and Patonay, G. (1997) Near-infrared heptamethine cyanine dyes: A new tracer for solid-phase immunoassays. Appl. Spectrosc. 51 (6), 836-843.
23. Chen, F. T., and Evangelista, R. A. (1994) Feasibility studies for simultaneous immunochemical multianalyte drug assay by capillary electrophoresis with laser-induced fluorescence. Clin. Chem. 40 (9), 1819-1822.
24. Wadkins, R. M., Golden, J. P., Pritsiolas, L. M., and Ligler, F. S. (1998) Detection of multiple toxic agents using a planar array immunosensor. Biosens. Bioelectron. 13 (3-4), 407-415.
25. Klotz, A., Brecht, A., Barzen, C., Gauglitz, G., Harris, R. D., Quigley, G. R., Wilkinson, J. S., and Abuknesha, R. A. (1998) Immunofluorescence sensor for water analysis. Sens. Actuators, B 51, 181-187.
26. Li, Q., and Peng, B.-X. (1998) Benzimidazoloindocarbocyanines: Aggregation Behaviour, Redox Potential and Photographic Properties. Dyes Pigment 36, 323-337.
27. Min, H., Park, J., Yu, J., and Kim, D. (1998) The Spectroscopic Studies on the Aggregation Behaviour of Cyanine Dyes. Bull. Korean Chem. Soc. 19, 650-654.
28. West, W., and Pearce, S. (1965) The Dimeric State of Cyanine Dyes. J. Phys. Chem. 69, 1894-1903.
29. Sundström, V., and Gillbro, T. (1985) Excited-state dynamics and photophysics of aggregated dye chromophores in solution. J. Chem. Phys. 83, 2733-2743.
30. Sidorowicz, A., Pola, A., and Dobryszycki, P. (1997) Spectral properties of 3,3′-diethyloxadicarbocyanine included in phospholipid liposomes. J. Photochem. Photobiol. B 38, 94-97.
31. Dandliker, W. B., and de Saussure, V. A. (1970) Fluorescence polarisation in immunochemistry. Immunochemistry 7, 799-828.
32. Lin, M., and Nielsen, K. J. (1997) Binding of the Brucella abortus lipopolysaccharide O-chain fragment to a monoclonal antibody. Quantitative analysis by fluorescence quenching and polarization. Bioconjugate Chem. 4, 2821-2827.
33. Chang, I. N., Lin, J.-N., Andrade, J. D., and Herron, J. N. (1995) Photoaffinity Labeling of Antibodies for Applications in Homogeneous Fluoroimmunoassays. Anal. Chem. 67, 959-966
34. Smith, D. J. (1977) Enhancement fluoroimmunoassay of thyroxine. FEBS. Lett. 77, 25-27.
35. Ullman, E. F., Schwarzberg, M., and Rubenstein, K. E. (1976) Fluorescent Excitation Transfer Immunoassays: A General Method for Determination of Antigens. J. Biol. Chem. 251, 4172-4178.
36. Brecht, A., Schobel, U., and Gauglitz, G. (1998) Resonant Energy Transfer Detection for Low Volume Immunoassay in Environmental Applications. Biosensors for Environmental Diagnostics (Hock, Barceló, Camman, Hansen, and Turner, Eds.) pp 11-27, B. G. Teubner, Stuttgart.
37. Van Der Meer, B. W., Coker, G., Ill, Chen, S.-Y. S. (1994) Resonance Energy Transfer - Theory and Data, Verlag Chemie, Weinheim.
38. Weller, M., (1992) Strukturelle und kinetische Untersuchungen zur Entwicklung und Optimierung von Hapten-Enzymimmunoassays (ELISAs) am Beispiel der Bestimmung von Triazinherbiziden. Dissertation TU München, Fakultät für Chemie, Biologie und Geowissenschaften.
39. Lakowicz, J. R. (1983) Principles of Fluorescence Spectroscopy, Plenum Press, New York.
40. Piehler, J., Brecht, A., Giersch, T., Hock, B., and Gauglitz, G. (1997) Assessment of affinity constants by rapid solid-phase detection of equilibrium binding in a flow system. J. Immunol. Methods 201, 189-206.
41. Dudley, R. A., Edwards, P., Ekins, R. P., Finney, D. J., McKenzie, I. G., Raab, G. M., Rodbard, D., and Rodgers, R. P. C. (1985) Guidelines for Immunoassay Data Processing. Clin. Chem. 31, 1264-1271.
42. Förster, T., and König, E. (1957) Absorptionsspektren und Fluoreszenzeigenschaften konzentrierter Lösungen organischer Farbstoffe. Z. Elektrochem. 61, 344-348.
43. Aramendia, P. F., Negri, R. M., and Román, E. S. (1994) Temperature Dependence of Fluorescence and Photoisomerisation in Symmetric Carbocyanines. Influence of Viscosity and Molecular Structure. J. Phys. Chem. 98, 3165-3173.
44. Netzel, T. L., Nafisi, K., and Zhao, M. (1995) Base-Content Dependence of Emission Enhancements, Quantum Yields, and Lifetimes for Cyanine Dyes Bound to Double-Strand DNA: Photophysical Properties of Monomeric and Bichromophoric DNA Stains. J. Phys. Chem. 99, 17936-17947.
45. Serpone, N., and Sahyun, M. R. V. (1994) Photophysics of Dithiacarbocyanine Dyes: Subnanosecond Relaxation Dynamics of a Dithia-2,2′-carbocyanine Dye and Its 9-Methyl-Substitued Meso Analogue. J. Phys. Chem. 98, 734-737.
46. Carlsson, C., Larsson, A., Jonsson, M., Albinsson, B., and Nordén, B. (1994) Optical and Photophysical Properties of the Oxazole Yellow DNA Probes YO and YOYO. J. Phys. Chem. 98, 10313-10321.
47. Doizi, D., and Mialocq, J. C. (1987) Photosensitized Electron-Transfer Reaction in the First Excited Singlet State of a Polymethine-Cyanine Dye. J. Phys. Chem. 91, 3524-3530.