Chain Length-dependent Binding of Fatty Acid Anions to Human Serum Albumin Studied by Site-directed Mutagenesis

Journal of Molecular Biology

Volumn 363, Issue 3, 2006, Pages 702-712

  Kragh Hansen, Ulrich ^a   Watanabe, Hiroshi ^b   Nakajou, Keisuke ^b   Iwao, Yasunori ^b   Otagiri, Masaki ^b  

^a AARHUS UNIVERSITY   (Denmark)

^b KUMAMOTO UNIVERSITY   (Japan)

Author keywords

albumin mutants; conformational changes; fatty acid binding; high affinity sites; human serum albumin

Indexed keywords

DECANOIC ACID; FATTY ACID; HUMAN SERUM ALBUMIN; LAURIC ACID; MYRISTIC ACID; OCTANOIC ACID; RECOMBINANT PROTEIN;

AMINO ACID SUBSTITUTION; ARTICLE; BINDING AFFINITY; BINDING SITE; CALCULATION; CRYSTAL STRUCTURE; GENETIC VARIABILITY; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN DOMAIN; PROTEIN MODIFICATION; SITE DIRECTED MUTAGENESIS; SPECTROPHOTOMETRY;

EID: 33749254842     PISSN: 00222836     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jmb.2006.08.056     Document Type: Article

References (39)

1. Peters Jr. T. All About Albumin: Biochemistry, Genetics, and Medical Applications (1996), Academic Press, San Diego
2. He X.M., and Carter D.C. Atomic structure and chemistry of human serum albumin. Nature 358 (1992) 209-215
3. Sugio S., Kashima A., Mochizuki S., Noda M., and Kobayashi K. Crystal structure of human serum albumin at 2.5 Å resolution. Protein Eng. 12 (1999) 439-446
4. Kragh-Hansen U., Chuang V.T.G., and Otagiri M. Practical aspects of the ligand-binding and enzymatic properties of human serum albumin. Biol. Pharm. Bull. 25 (2002) 695-704
5. Spector A.A. Structure and lipid binding properties of serum albumin. Methods Enzymol. 128 (1986) 320-339
6. Curry S., Mandelkow H., Brick P., and Franks N. Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites. Nature Struct. Biol. 5 (1998) 827-835
7. Curry S., Brick P., and Franks N.P. Fatty acid binding to human serum albumin: new insights from crystallographic studies. Biochim. Biophys. Acta 1441 (1999) 131-140
8. Bhattacharya A.A., Grüne T., and Curry S. Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin. J. Mol. Biol. 303 (2000) 721-732
9. Hamilton J.A., Era S., Bhamidipati S.P., and Reed R.G. Locations of the three primary binding sites for long-chain fatty acids on bovine serum albumin. Proc. Natl Acad. Sci. USA 88 (1991) 2051-2054
10. Sudlow G., Birkett D.J., and Wade D.N. The characterization of two specific drug binding sites on human serum albumin. Mol. Pharmacol. 11 (1975) 824-832
11. Ghuman J., Zunszain P.A., Petitpas I., Bhattacharya A.A., Otagiri M., and Curry S. Structural basis of the drug-binding specificity of human serum albumin. J. Mol. Biol. 353 (2005) 38-52
12. Kragh-Hansen U. Molecular aspects of ligand binding to serum albumin. Pharmacol. Rev. 33 (1981) 17-53
13. Kragh-Hansen U., Dørge E., and Pedersen A.O. Rate-of-dialysis technique: theoretical and practical aspects. Anal. Biochem. 340 (2005) 145-153
14. 13C NMR studies of the binding of medium-chain fatty acids to human serum albumin. J. Lipid Res. 35 (1994) 458-467
15. Kragh-Hansen U. Octanoate binding to the indole- and benzodiazepine-binding region of human serum albumin. Biochem. J. 273 (1991) 641-644
16. Ashbrook J.D., Spector A.A., and Fletcher J.E. Medium chain fatty acid binding to human plasma albumin. J. Biol. Chem. 247 (1972) 7038-7042
17. Honoré B., and Brodersen R. Detection of carrier heterogeneity by rate of ligand dialysis: medium-chain fatty acid interaction with human serum albumin and competition with chloride. Anal. Biochem. 171 (1988) 55-66
18. Goodman D.S. The interaction of human serum albumin with long-chain fatty acid anions. J. Am. Chem. Soc. 80 (1958) 3892-3898
19. Peyre V., Lair V., André V., le Maire G., Kragh-Hansen U., le Maire M., and Møller J.V. Detergent binding as a sensor of hydrophobicity and polar interactions in the binding cavities of proteins. Langmuir 21 (2005) 8865-8875
20. Pedersen A.O., Hust B., Andersen S., Nielsen F., and Brodersen R. Laurate binding to human serum albumin. Multiple binding equilibria investigated by a dialysis exchange method. Eur. J. Biochem. 154 (1986) 545-552
21. Ashbrook J.D., Spector A.A., Santos E.C., and Fletcher J.E. Long chain fatty acid binding to human plasma albumin. J. Biol. Chem. 250 (1975) 2333-2338
22. 1H-NMR study on the interactions of human serum albumin with free fatty acid. J. Biochem. 100 (1986) 1533-1542
23. Pedersen A.O., Honoré B., and Brodersen R. Thermodynamic parameters for binding of fatty acids to human serum albumin. Eur. J. Biochem. 190 (1990) 497-502
24. Pedersen A.O., Mensberg K.-L.D., and Kragh-Hansen U. Effects of ionic strength and pH on the binding of medium-chain fatty acids to human serum albumin. Eur. J. Biochem. 233 (1995) 395-405
25. Pedersen A.O., and Brodersen R. Myristic acid binding to human serum albumin investigated by dialytic exchange rate. J. Biol. Chem. 263 (1988) 10236-10239
26. Tanford C. Hydrophobic free energy, micelle formation and the association of proteins with amphiphiles. J. Mol. Biol. 67 (1972) 59-74
27. Watanabe H., Tanase S., Nakajou K., Maruyama T., Kragh-Hansen U., and Otagiri M. Role of Arg-410 and Tyr-411 in human serum albumin for ligand binding and esterase-like activity. Biochem. J. 349 (2000) 813-819
28. Watanabe H., Kragh-Hansen U., Tanase S., Nakajou K., Mitarai M., Iwao Y., et al. Conformational stability and warfarin-binding properties of human serum albumin studied by recombinant mutants. Biochem. J. 357 (2001) 269-274
29. Nakajou K., Watanabe H., Kragh-Hansen U., Maruyama T., and Otagiri M. The effect of glycation on the structure, function and biological fate of human serum albumin as revealed by recombinant mutants. Biochim. Biophys. Acta 1623 (2003) 88-97
30. Fasano M., Curry S., Terreno E., Galliano M., Fanali G., Narciso P., et al. The extraordinary ligand binding properties of human serum albumin. IUBMB Life 57 (2005) 787-796
31. Yamasaki K., Maruyama T., Yoshimoto K., Tsutsumi Y., Narazaki R., Fukuhara A., et al. Interactive binding to the two principal ligand binding sites of human serum albumin: effect of the neutral-to-base transition. Biochim. Biophys. Acta 1432 (1999) 313-323
32. Simard J.R., Zunszain P.A., Ha C.-E., Yang J.S., Bhagavan N.V., Petitpas I., et al. Locating high-affinity fatty acid-binding sites on albumin by x-ray crystallography and NMR spectroscopy. Proc. Natl Acad. Sci. USA 102 (2005) 17958-17963
33. Sjödin T. Circular dichroism studies on the inhibiting effect of oleic acid on the binding of diazepam to human serum albumin. Biochem. Pharmacol. 26 (1977) 2157-2161
34. Cunningham V.J., Hay L., and Stoner H.B. The binding of L-tryptophan to serum albumins in the presence of non-esterified fatty acids. Biochem. J. 146 (1975) 653-658
35. Koh S.-W.M., and Means G.E. Characterization of a small apolar anion binding site of human serum albumin. Arch. Biochem. Biophys. 192 (1979) 73-79
36. Simard J., Zunszain P.A., Hamilton J.A., and Curry S. Location of high and low affinity fatty acid binding sites on human serum albumin revealed by NMR drug-competition analysis. J. Mol. Biol. 361 (2006) 336-351
37. Kragh-Hansen U., Pedersen A.O., Galliano M., Minchiotti L., Brennan S.O., Tárnoky A.L., et al. High-affinity binding of laurate to naturally occurring mutants of human serum albumin and proalbumin. Biochem. J. 320 (1996) 911-916
38. Campagnoli M., Kragh-Hansen U., Pedersen A.O., Amoresano A., Lyon A.W., Cesati R., et al. Structural analysis, fatty acid and thyroxine binding properties of Vancouver and Naskapi variants of human serum albumin. Clin. Biochem. 36 (2003) 597-605
39. Chen R.F. Removal of fatty acids from serum albumin by charcoal treatment. J. Biol. Chem. 242 (1967) 173-181