Fluorescent Dyes as Probes to Study Lipid-Binding Proteins

Proteins: Structure, Function and Genetics

Volumn 53, Issue 3, 2003, Pages 607-615

  Pastukhov, Alexander V ^a,b   Ropson, Ira J ^a  

^a PENN STATE COLLEGE OF MEDICINE   (United States)

^b UNIVERSITY OF CENTRAL FLORIDA   (United States)

Author keywords

ANS, bisANS; Binding; Fluorescence; Lipid binding proteins

Indexed keywords

4,4 DIANILINO 1,1 BINAPHTHYL 5,5 DISULFONIC ACID; 8 ANILINO 1 NAPHTHALENESULFONIC ACID; BILE SALT; CELLULAR RETINOIC ACID BINDING PROTEIN I; CELLULAR RETINOIC ACID BINDING PROTEIN II; FATTY ACID; FLUORESCENT DYE; GLYCOCHOLIC ACID; ILEAL LIPID BINDING PROTEIN; INTESTINAL FATTY ACID BINDING PROTEIN; INTRACELLULAR LIPID BINDING PROTEIN; LIPID BINDING PROTEIN; OLEIC ACID; PALMITIC ACID; RETINOIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DISSOCIATION CONSTANT; ESCHERICHIA COLI; FLUORESCENCE SPECTROSCOPY; HYDROPHOBICITY; LIGAND BINDING; NONHUMAN; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN STRUCTURE; REGRESSION ANALYSIS; SCATCHARD PLOT; STOICHIOMETRY; TEMPERATURE DEPENDENCE; TITRIMETRY;

ANILINO NAPHTHALENESULFONATES; CARRIER PROTEINS; ELECTROSTATICS; FATTY ACID-BINDING PROTEINS; FLUORESCENT DYES; HYDROPHOBICITY; LIPID METABOLISM; LIPIDS; MODELS, MOLECULAR; NEOPLASM PROTEINS; ORGANIC ANION TRANSPORTERS, SODIUM-DEPENDENT; PROTEIN BINDING; RECEPTORS, RETINOIC ACID; SPECTROMETRY, FLUORESCENCE; SYMPORTERS;

EID: 0242330749     PISSN: 08873585     EISSN: None     Source Type: Journal    
DOI: 10.1002/prot.10401     Document Type: Article

References (29)

1. Banaszak L, Winter N, Xu Z, Bernlohr DA, Cowan S, Jones TA. Lipid-binding protein: A family of fatty acid and retinoid transport proteins. Adv Protein Chem 1994;45:89-151.
2. Richieri GV, Ogata RT, Zimmerman AW, Veerkamp JH, Kleinfeld AM. Fatty acid binding proteins from different tissues show distinct patterns of fatty acid interactions. Biochemistry 2000;39: 7197-7204.
3. Kane CD, Bernlohr DA. A simple assay for intracellular lipid-binding proteins using displacement of 1-anilinonaphthalene-8-sulfonic acid. Anal Biochem 1996;233:197-204.
4. Arighi CN, Rossi JPFC, Delfino JM. Temperature-induced conformational transition of intestinal fatty acid binding protein enhancing ligand binding: A functional, spectroscopic, and molecular modeling study. Biochemistry 1998;37:16802-16814.
5. Kurian E, Kirk WR, Prendergast FG. Affinity of fatty acid for rat intestinal fatty acid binding protein: Further examination. Biochemistry 1996;35:3865-3874.
6. Matulis D, Lovrien R. 1-Anilino-8-naphthalene sulfonate anion-protein binding depends primarily on ion pair formation. Biophys J 1998;74:422-429.
7. Bothra A, Bhattacharayya A, Mukhopadhyay C, Bhattacharayya K, Roy S. A fluorescence spectroscopic and molecular dynamics study of bisANS/protein interaction. J Biomol Struct Dyn 1998;15: 959-966.
8. Richieri GV, Ogata RT, Kleinfeld AM. Equilibrium constants for the binding of fatty acids with fatty acid-binding proteins from adipocyte, intestine, heart, and liver measured with the fluorescent probe ADIFAB. J Biol Chem 1994;269:23918-23930.
9. Chen LX, Zhang Z, Scafonas A, Cavalli RC, Gabriel JL, Soprano KJ, Soprano DR. Arginine 132 of cellular retinoic acid-binding protein (type II) is important for binding of retinoic acid. J Biol Chem 1995;270:4518-4525.
10. Lucke C, Zhang F, Hamilton JA, Sacchettini JC, Ruterjans H. Solution structure of ileal lipid binding protein in complex with glycocholate. Eur J Biochem 2000;267:2929-2938.
11. Cogan U, Kopelman M, Mokady S, Shinitzky M. Binding affinities of retinol and related compounds to retinol binding proteins. Eur J Biochem 1976;65:71-78.
12. Ory JJ, Banaszak LJ. Studies of the ligand binding reaction of adipocyte lipid binding protein using the fluorescent probe 1,8-anilinonaphthalene-8-sulfonate. Biophys J 1999;77:1107-1116.
13. Kirk WR, Kurian E, Prendergast FG. Characterization of the sources of protein-ligand affinity: 1-sulfonato-8-(1)anilinonaphthalene binding to intestinal fatty acid binding protein. Biophys J 1996;70:69-83.
14. Burns L, Dalessio PM, Ropson IJ. Folding mechanism of three structurally similar β-sheet proteins. Proteins 1998;33:107-118.
15. Dalessio PM, Ropson IJ. β-Sheet proteins with nearly identical structures have different folding intermediates. Biochemistry 2000;39:860-871.
16. Wang L, Lie Y, Yan H. Structure-function relationships of cellular retinoic acid-binding proteins. J Biol Chem 1997;272:1541-1547.
17. Farris FJ, Weber G, Chiang CC, Paul IC. Preparation, crystalline structure, and spectral properties of the fluorescent probe 4,4-bis-1-phenylamino-8-naphthalenesulfonate. J Am Chem Soc 1978;100: 4469-4474.
18. Birdsall B, King RW, Wheeler MR, Lewis CA, Goode SR, Dunlap RB, Roberts GCK. Correction for light absorption in fluorescence studies of protein-ligand interactions. Anal Biochem 1983;132: 353-361.
19. Lakowicz JR. Principles of fluorescence spectroscopy. New York: Kluwer Academic/Plenum Publishers; 1999.
20. Mas MT, Colman RF. Spectroscopic studies of the interactions of coenzymes and coenzyme fragments with pig heart, oxidized triphosphopyridine nucleotide specific isocitrate dehydrogenase. Biochemistry 1985;24:1634-1646.
21. Huang CY. Determination of binding stoichiometry by the continuous variation method: The Job plot. Method Enzymol 1982;87:509-528.
22. Slavik J. Anilinonaphthalene sulfonate as a probe of membrane composition and function. Biochim Biophys Acta 1982;694:1-25.
23. Ward LD, Timasheff SN. Cooperative multiple binding of bisANS and daunomycin to tubulin. Biochemistry 1994;33:11891-11899.
24. 2H magnetic relaxation dispersion. J Mol Biol 1999;286:233-246.
25. Sacchettini JC, Gordon JI, Banaszak LJ. Crystal structure of rat intestinal fatty-acid-binding protein: Refinement and analysis of the Escherichia coli-derived protein with bound palmitate. J Mol Biol 1989;208:327-339.
26. Kleywegt GJ, Bergfors T, Senn H, Le Motte P, Gsell B, Shudo K, Jones TA. Crystal structures of cellular retinoic acid binding proteins I and II in complex with all-trans-retinoic acid and a synthetic retinoid. Structure 1994;2:1241-1258.
27. Kramer W, Sauber K, Baringhaus K-H, Kurz M, Stengelin S, Lange G, Corsiero D, Girbig F, Konig W, Weyland C. Identification of the bile acid-binding site of the ileal lipid-binding protein by photoaffinity labeling, matrix-assisted laser desorption ionization-mass spectrometry, and NMR structure. J Biol Chem 2001;276: 7291-7301.
28. Tochtrop GP, Richter K, Tang C, Toner JJ, Covey DF, Cistola DP. Energetics by NMR: Site-specific binding in a positively cooperative system. Proc Natl Acad Sci U S A 2002;99:1847-1852.
29. Lucke C, Huang S, Rademacher M, Ruterians H. New insights into intracellular lipid binding proteins: The role of buried water. Protein Sci 2002;11:2382-2392.