Fluorescence study on site-specific binding of perfluoroalkyl acids to human serum albumin

Archives of Toxicology

Volumn 83, Issue 3, 2009, Pages 255-261

  Chen, Yan Min ^a   Guo, Liang Hong ^a  

^a RESEARCH CENTER FOR ECO ENVIRONMENTAL SCIENCES   (China)

Author keywords

Albumin; Fatty acid; Fluorescence; PFOA; PFOS

Indexed keywords

DANSYL CHLORIDE; ENVIRONMENTAL CHEMICAL; FLUORESCENT DYE; HUMAN SERUM ALBUMIN; PERFLUBUTANE; PERFLUORO COMPOUND; PERFLUORODECANOIC ACID; PERFLUOROOCTANE; TRYPTOPHAN;

ARTICLE; BINDING AFFINITY; BINDING SITE; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; FLUORESCENCE ANALYSIS; PRIORITY JOURNAL; TOXICITY TESTING;

ALKANESULFONIC ACIDS; BINDING SITES; BUFFERS; DANSYL COMPOUNDS; FLUORESCENT DYES; FLUOROCARBONS; HUMANS; HYDROGEN-ION CONCENTRATION; LAURIC ACIDS; OCTANOIC ACIDS; PROLINE; PROTEIN BINDING; SERUM ALBUMIN; SPECTROMETRY, FLUORESCENCE;

EID: 62349099551     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00204-008-0359-x     Document Type: Article

References (43)

1. 3M Company (2000) Determination of serum half-lifes of several fluorochemicals, US Environmental Protection Agency Public Docket AR226-0645. 3M Company, St Paul
2. ME Andersen JL Butenhoff 2007 Perfluoroalkyl acids and related chemistries-toxicokinetics and modes of action Toxicol Sci 102 3 14
3. JD Ashbrook AA Spector JE Fletcher 1972 Medium chain fatty acid binding to human plasma albumin J Biol Chem 247 7038 7042
4. JD Ashbrook AA Spector EC Santos JE Fletcher 1975 Long chain fatty acid binding to human plasma albumin J Biol Chem 250 2333 2338
5. AA Bhattacharya T Grune S Curry 2000 Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin J Mol Biol 303 721 732
6. T Borges HP Glauert LC Chen CK Chow LW Robertson 1990 Effect of the peroxisome proliferator perfluorodecanoic acid on growth and lipid metabolism in Sprague-Dawley rats fed three dietary levels of selenium Arch Toxicol 64 26 30
7. T Borges LW Robertson RE Peterson HP Glauert 1992 Dose-related effects of perfluorodecanoic acid on growth, feed intake and hepatic peroxisomal beta-oxidation Arch Toxicol 66 18 22
8. JR Brown 1977
9. JL Butenhoff DW Gaylor JA Moore 2004 Characterization of risk for general population exposure to perfluorooctanoate Regul Toxicol Pharmacol 39 363 380
10. YC Cheng WH Prusoff 1973 Relationship between the inhibition constant (K-i) and the concentration of inhibitor which causes 50 per cent inhibition (I-(50)) of an enzymatic reaction Biochem Pharmacol 22 3099 3108
11. S Curry H Mandelkow P Brick N Franks 1998 Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites Nat Struct Biol 5 827 835
12. J Ghuman PA Zunszain I Petitpas AA Bhattacharya M Otagiri S Curry 2005 Structural basis of the drug-binding specificity of human serum albumin J Mol Biol 353 38 52
13. X Han TA Snow RA Kemper GW Jepson 2003 Binding of perfluorooctanoic acid to rat and human plasma proteins Chem Res Toxicol 16 775 781
14. UK Hansen F Hellec B de Foresta M le Maire JV Møller 2001 Detergents as probes of hydrophobic binding cavities in serum albumin and other water-soluble proteins Biophys J 80 2898 2911
15. VS Jisha KT Arun M Hariharan D Ramaiah 2006 Site-selective binding and dual mode recognition of serum albumin by a squaraine dye J Am Chem Soc 128 6024 6025
16. PD Jones W Hu W de Coen JL Newsted JP Giesy 2003 Binding of perfluorinated fatty acids to serum proteins Environ Toxicol Chem 22 2639 2649
17. U Kragh-Hansen 1991 Octanoate binding to the indole- and benzodiazepine-binding region of human serum albumin Biochem J 273 641 644
18. U Kragh-Hansen VTG Chuang M Otagiri 2002 Practical aspects of the ligand-binding and enzymatic properties of human serum albumin Biol Pharm Bull 25 695 704
19. Lakowicz JR (1983) Principles of fluorescence spectroscopy. Plenum Press, New York
20. C Lau K Anitole C Hodes D Lai A Pfahles-Hutchens J Seed 2007 Perfluoroalkyl acids: a review of monitoring and toxicological findings Toxicol Sci 99 366 394
21. IY Lee RH McMenamy 1980 Location of the medium chain fatty acid site on human serum albumin. Residues involved and relationship to the indole site J Biol Chem 255 6121 6127
22. HJ Lehmler 2005 Synthesis of environmentally relevant fluorinated surfactants-a review Chemosphere 58 1471 1496
23. HG Mahesha SA Singh N Srinivasan AG Appu Rao 2006 A spectroscopic study of the interaction of isoflavones with human serum albumin FEBS J 273 451 467
24. RK Nanda N Sarkar R Banerjee 2007 Probing the interaction of ellagic acid with human serum albumin: a fluorescence spectroscopic study J Photochem Photobiol A Chem 192 152 158
25. GW Olsen JM Burris MM Burlew JH Mandel 2003 Epidemiologic assessment of worker serum perfluorooctanesulfonate (PFOS) and perfluorooctanoate (PFOA) concentrations and medical surveillance examinations J Occup Environ Med 45 260 270
26. GW Olsen TR Church JP Miller 2003 Perfluorooctanesulfonate and other fluorochemicals in the serum of American red cross adult blood donors Environ Health Perspect 111 1892 1901
27. RH Ophaug L Singer 1980 Metabolic handling of perfluorooctanoic acid in rats Proc Soc Exp Biol Med 163 19 23
28. Organisation for Economic Co-operation and Development (OECD) (2002) Draft assessment of perfluorooctane sulfonate (PFOS) and its salt: complete assessment. Available via DIALOG. http://www.oecd.org/dataoecd/23/18/2382880. pdf. Cited 13 Oct 2005
29. RK Pandey S Constantine 1997 Synthesis, photophysical properties, in vivo photosensitizing efficacy and human serum albumin binding properties of some novel bacteriochlorins J Med Chem 40 2770 2779
30. WM Pardridge 1987 Plasma protein-mediated transport of steroid and thyroid hormones Am J Physiol 252 157 164
31. Peter TJ (1995) All about albumin: biochemistry, genetics, and medical applications. Academic Press, New York
32. Peters TJ (1996) All about albumin: biochemistry, genetics, and medical applications. Academic Press, San Diego
33. I Petitpas T Grune AA Bhattacharya S Curry 2001 Crystal structures of human serum albumin complexed with monounsaturated and polyunsaturated fatty acids J Mol Biol 314 955 960
34. H Rajaian HW Symonds CJ Bowmer 1997 Drug binding sites on chicken albumin: a comparison to human albumin J Vet Pharmacol Ther 20 421 426
35. D Romanini G Avalle B Farruggia 1998 Spectroscopy features of the binding of polyene antibiotics to human serum albumin Chem Biol Interact 115 247 260
36. PH Roos J Angerer H Dieter M Wilhelm D Wolfle JG Hengstler 2008 Perfluorinated compounds (PFC) hit the headlines Arch Toxicol 82 57 59
37. CA Royer 2006 Probing protein folding and conformational transitions with fluorescence Chem Rev 106 1769 1784
38. G Scatchard NY Ann 1949 The attractions of proteins for small molecules and ions Acad Sci 51 660 663
39. JR Simard PA Zunszain JA Hamilton 2006 Location of high and low affinity fatty acid binding sites on human serum albumin revealed by NMR drug-competition analysis J Mol Biol 361 336 351
40. G Sudlow DJ Birkett DN Wade 1975 The characterization of two specific drug binding sites on human serum albumin Mol Pharmacol 11 824 832
41. G Sudlow DJ Birkett DN Wade 1976 Further characterization of specific drug binding sites on human serum albumin Mol Pharmacol 12 1052 1061
42. JR Tillement R Zini P D'athis G Vassent 1974 Binding of certain acidic drugs to human albumin: theoretical and practical estimation of fundamental parameters Eur J Clin Pharmacol 7 307 313
43. H Zia JC Price 1976 Binding study of tetracyclines to human serum albumin using difference spectrophotometry J Pharm Sci 65 226 230