A fluorescence study of differently substituted 3-styrylindoles and their interaction with bovine serum albumin

Luminescence

Volumn 24, Issue 2, 2009, Pages 123-130

  Singh, Anil K ^a   Asefa, Abera ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY BOMBAY   (India)

Author keywords

3 styrylindoles; Bovine serum albumin; Fluorescence probes; Quenching

Indexed keywords

BINDING ENERGY; BINDING SITES; BODY FLUIDS; ENERGY TRANSFER; FLUORESCENCE QUENCHING; HYDROPHOBICITY; MAMMALS; POLYCYCLIC AROMATIC HYDROCARBONS; PROBES; SURFACE PLASMON RESONANCE;

3-STYRYLINDOLE; BLUE SHIFT; BOVINE SERUM ALBUMINS; FLUORESCENCE INTENSITIES; FLUORESCENCE PROBES; FLUORESCENCE STUDIES; METHOXY; PHOSPHATE BUFFERS; QUENCHING; STEADY-STATE FLUORESCENCE;

FLUORESCENCE SPECTROSCOPY;

BOVINAE;

EID: 67649442828     PISSN: 15227235     EISSN: 15227243     Source Type: Journal    
DOI: 10.1002/bio.1085     Document Type: Article

References (32)

1. Royer CA. Probing protein folding and conformational transitions with fluorescence. Chem. Rev. 2006; 106: 1769-1784.
2. Lakowicz JR. Principles of Fluorescence Spectroscopy, 2nd edn. Kluwer Academic/Plenum Press: New York, 1999.
3. Behera GB, Mishra BK, Behera PK, Panda M. Fluorescent probes for structural and distance effect studies in micelles, reversed micelles and microemulsions. Adv. Colloid Interface Sci.1999; 82: 1-42.
4. Weber G, Farris FJ. Synthesis and spectral properties of a hydrophobic fluorescent probe: 6-propionyl-2-(dimethylamino)naphthalene. Biochemistry 1979; 18: 3075-3078.
5. Yuan MS, Liu ZQ, Fang Q. Donor-and-acceptor substituted truxenes as multifunctional fluorescent probes. J. Org. Chem. 2007; 72: 7915-7922.
6. Das R, Guha D, Mitra S, Kar S, Lahiri S, Mukerjee S. Intramolecular charge transfer as probing reaction: fluorescence monitering of protein-surfactant interaction. J. Phys. Chem. A 1997; 101: 4042-4047.
7. Singh AK, Krishna TSR. (1997) Photophysical and optical probe properties of 1-(para-N,N-dimethylaminophenyl)-4-phenyl-2-methyl-1E,3E-butadiene. J. Photoscience 1997; 4: 1-5.
8. Singh AK, Mahalaxmi GR, Malimath GH. Solvatochromic behaviour of donor-acceptor substituted 1,2-diphenylethenes in organic solvents, reverse micelles and polymer matrices. J. Photoscience 1997; 4: 53-59.
9. Singh AK, Darshi M, Kanvah S. α-Diphenylpolyenes capable of exhibiting twisted intramolecular charge transfer fluorescence: a fluorescence and fluorescence probe study of nitro-and nitrocyano-substituted 1,4-diphenylbutadienes. J. Phys. Chem. A 2000; 104: 464-471.
10. Singh AK, Kanvah S. Effect of microheterogeneous media on the fluorescence and fluorescence probe properties of donor-acceptor diarylbutadienes. New J. Chem. 2000; 24: 639-646.
11. Singh AK, Mahalaxmi GR. Excited state properties of α,ω-diphe-nylpolyenes: photophysical and photochemical studies of donor-acceptor diarylbutadienes. Photochem. Photobiol. 2000; 71: 387-396.
12. Singh AK, Darshi M. A fluorescence study of 1-p-aminophenyl-4-phenylbuta-1E,3E-diene in organic solvents, 1,4-dioxane-waterbinary mixtures and micelles. J. Indian Chem. Soc. 2001; 78: 635-641.
13. Singh AK, Darshi M. Fluorescence probe properties of intramolecular charge transfer diphenylbutadienes in micelles and vesicles. Biochim. Biophys. Acta 2002; 1563: 35-44.
14. Singh AK, Darishi M. A fluorescence study of (4-{(1E,3E)-4-[4-(dimethylamino) phenyl]-buta-1,3-dienyl}phenyl)methanol and its bioconjugates with bovine and human albumins. New J. Chem. 2004; 28: 120-126.
15. Singh AK, Hota PK. Fluorescence and photoisomerization studies of p-nitrophenyl-substituted ethenylindoles. J. Phys. Org. Chem. 2006; 19: 43-52.
16. Asefa A, Singh AK. A fluorescence study of novel styrylindoles in homogenous and microhetrogeneous media. J. Fluoresc. 2008 (in press)
17. Singh AK, Hota PK. Ethenyl indoles as neutral hydrophobic fluorescence probes. J. Phys. Org. Chem. 2007; 20: 624-629.
18. Meech SR, Phillips D. Photophysics of some common fluorescence standards J. Photochem. 1983; 23: 193-217.
19. Rabek JF. Experimental Methods in Photochemistry and Photophysics, Part 2. Wiley: Chichester, 1982; 751-752.
20. Maus M, Rettig W. The excited state equilibrium between two rotational conformers of a sterically restricted donor-acceptor biphenyl as characterized by global fluorescence decay analysis. J. Phys. Chem. A 2002; 106: 2104-2111.
21. Papadopoulou A, Green RJ, Frazier A. Interaction of flavonoids with bovine serum albumin: a fluorescence quenching study. J. Agric. Food. Chem. 2005; 53: 158-163.
22. Lippert E, Luder W, Moll F, Nagele H, Boss, Prigge H, Blankenstein LS. Umwandlung von elektronenanregungsenergie. Angew. Chem. 1961; 73: 695-706.
23. Lapouyade R, Kuhn A, Letard JF, Rettig W. Multiple relaxation pathways in photoexcited dimethylaminonitroand dimethylaminocyano-stilbenes. Chem. Phys. Lett. 1993; 208: 48-58.
24. Benesi ML, Hildebrand JH. A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons. J. Am. Chem. Soc. 1949; 71: 2703-2707.
25. Chakrabarty A, Mallick A, Haldar B, Das P, Chattopadhyay N. Binding interaction of a biological photosensitizer with serum albumins: a biophysical study. Biomacromolecules 2007; 8: 920-927.
26. Lakowicz JR, Weber G. Quenching of fluorescence by oxygen. Probe for structural fluctuations in macromolecules. Biochemistry 1973; 12: 4161-4170.
27. Macgregor RB, Weber G. Estimation of the polarity of the protein interior by optical spectroscopy. Nature 1986; 319: 70-73.
28. Reichardt C. Solvatochromic dyes as solvent polarity indicators. Chem. Rev. 1994; 94: 2319-2358.
29. Förster T. Intermolecular energy migration and fluorescence. Ann. Phys. 1945; 2: 55-75.
30. Dixon JM, Taniguchi M, Lindesey JS. PhotochemCAD 2: A refined program with accompanying spectral databases for photochemical calculations. Photochem. Photobiol. 2005; 81: 212-213.
31. Stevens N, Dyer J, Marti AA, Solomon M, Turro NJ. FRETView: a computer program to simplify the process of obtaining fluorescence resonance energy transfer parameters. Photochem. Photobiol. Sci. 2007; 6: 909-911.
32. Xiang G, Tong C, Lin H. Nitroaniline isomers interaction with bovine serum albumin and toxicological implications. J. Fluoresc. 2007; 17: 512-521.