메뉴 건너뛰기




Volumn 29, Issue 8, 2010, Pages 1678-1688

Determining the molecular interactions of perfluorinated carboxylic acids with human sera and isolated human serum albumin using nuclear magnetic resonance spectroscopy

Author keywords

Perfluorinated carboxylic acid; Perfluorohexanoic acid; Perfluorooctaonic acid; Serum albumin; Sudlow's drug binding sites

Indexed keywords

DRUG BINDING; PERFLUORINATED CARBOXYLIC ACIDS; PERFLUOROHEXANOIC ACID; PERFLUOROOCTAONIC ACID; SERUM ALBUMIN;

EID: 77955686472     PISSN: 07307268     EISSN: 15528618     Source Type: Journal    
DOI: 10.1002/etc.204     Document Type: Article
Times cited : (82)

References (49)
  • 1
    • 38449122211 scopus 로고    scopus 로고
    • Polyfluoroalkyl chemicals in the U.S. population: Data from the National Health and Nutrition Examination Survey (NHANES) 2003-2004 and comparisons with NHANES 1999-2000
    • Calafat AM, Wong L-Y, Kuklenyik Z, Reidy JA, Needham LL. 2007. Polyfluoroalkyl chemicals in the U.S. population: Data from the National Health and Nutrition Examination Survey (NHANES) 2003-2004 and comparisons with NHANES 1999-2000. Environ Health Perspect 115:1596-1602.
    • (2007) Environ Health Perspect , vol.115 , pp. 1596-1602
    • Calafat, A.M.1    Wong, L.-Y.2    Kuklenyik, Z.3    Reidy, J.A.4    Needham, L.L.5
  • 3
    • 67449152300 scopus 로고    scopus 로고
    • Observation of a commercial fluorinated material, the polyfluoroalkyl phosphoric acid diesters, in human sera, wastewater treatment plant sludge, and paper fibers
    • D'eon JC, Crozier PW, Furdui VI, Reiner EJ, Libelo EL, Mabury SA. 2009. Observation of a commercial fluorinated material, the polyfluoroalkyl phosphoric acid diesters, in human sera, wastewater treatment plant sludge, and paper fibers. Environ Sci Technol 43:4589-4594.
    • (2009) Environ Sci Technol , vol.43 , pp. 4589-4594
    • D'Eon, J.C.1    Crozier, P.W.2    Furdui, V.I.3    Reiner, E.J.4    Libelo, E.L.5    Mabury, S.A.6
  • 4
    • 0036257308 scopus 로고    scopus 로고
    • Distribution of organobrominated and organochlorinated contaminants in Belgian human adipose tissue
    • Covaci A, de Boer J, Ryan JJ, Voorspoels S, Schepens P. 2002. Distribution of organobrominated and organochlorinated contaminants in Belgian human adipose tissue. Environ Res 88:210-218.
    • (2002) Environ Res , vol.88 , pp. 210-218
    • Covaci, A.1    De Boer, J.2    Ryan, J.J.3    Voorspoels, S.4    Schepens, P.5
  • 6
    • 0242432415 scopus 로고    scopus 로고
    • Human donor liver and serum concentrations of perfluorooctanesulfonate and other perfluorochemicals
    • Olsen GW, Hansen KJ, Stevenson LA, Burris JM, Mandel JH. 2003. Human donor liver and serum concentrations of perfluorooctanesulfonate and other perfluorochemicals. Environ Sci Technol 37:888-891.
    • (2003) Environ Sci Technol , vol.37 , pp. 888-891
    • Olsen, G.W.1    Hansen, K.J.2    Stevenson, L.A.3    Burris, J.M.4    Mandel, J.H.5
  • 7
    • 0004179332 scopus 로고    scopus 로고
    • 2nd ed, Marcel Dekker, New York, NY, USA
    • Kissa E. 2002. Fluorinated Surfactants, 2nd ed. Marcel Dekker, New York, NY, USA.
    • (2002) Fluorinated Surfactants
    • Kissa, E.1
  • 8
    • 0037636029 scopus 로고    scopus 로고
    • Binding of perfluorooctanoic acid to rat and human plasma proteins
    • Han X, Snow TA, Kemper RA, Jepson GW. 2003. Binding of perfluorooctanoic acid to rat and human plasma proteins. Chem Res Toxicol 16:775-781.
    • (2003) Chem Res Toxicol , vol.16 , pp. 775-781
    • Han, X.1    Snow, T.A.2    Kemper, R.A.3    Jepson, G.W.4
  • 10
    • 0032720125 scopus 로고    scopus 로고
    • Review: Fatty acid binding to human serum albumin: New insights from crystallographic studies
    • Curry S, Brick P, Franks NP. 1999. Review: Fatty acid binding to human serum albumin: New insights from crystallographic studies. Biochim Biophys Acta 1441:131-140.
    • (1999) Biochim Biophys Acta , vol.1441 , pp. 131-140
    • Curry, S.1    Brick, P.2    Franks, N.P.3
  • 11
  • 12
    • 51349131362 scopus 로고    scopus 로고
    • Ibuprofen induces an allosteric conformational transition in the heme complex of human serum albumin with significant effects on heme ligation
    • Nicoletti FP, Howes BD, Fittipaldi M, Fanali G, Fasano M, Ascenzi P, Smulevich G. 2008. Ibuprofen induces an allosteric conformational transition in the heme complex of human serum albumin with significant effects on heme ligation. J Am Chem Soc 130:11677-11688.
    • (2008) J Am Chem Soc , vol.130 , pp. 11677-11688
    • Nicoletti, F.P.1    Howes, B.D.2    Fittipaldi, M.3    Fanali, G.4    Fasano, M.5    Ascenzi, P.6    Smulevich, G.7
  • 13
    • 0031683467 scopus 로고    scopus 로고
    • Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites
    • Curry S, Mandelkow H, Brick P, Franks N. 1998. Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites. Nature Struct Biol 5:827-835.
    • (1998) Nature Struct Biol , vol.5 , pp. 827-835
    • Curry, S.1    Mandelkow, H.2    Brick, P.3    Franks, N.4
  • 14
    • 0034634370 scopus 로고    scopus 로고
    • Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin
    • Bhattacharya AA, Grüne T, Curry S. 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.
    • (2000) J Mol Biol , vol.303 , pp. 721-732
    • Bhattacharya, A.A.1    Grüne, T.2    Curry, S.3
  • 16
    • 0035933789 scopus 로고    scopus 로고
    • Crystal structure analysis of warfarin binding to human serum albumin
    • Petitpas I, Bhattacharya AA, Twine S, East M, Curry S. 2001. Crystal structure analysis of warfarin binding to human serum albumin. J Biol Chem 276:22804-22809.
    • (2001) J Biol Chem , vol.276 , pp. 22804-22809
    • Petitpas, I.1    Bhattacharya, A.A.2    Twine, S.3    East, M.4    Curry, S.5
  • 17
    • 0016801988 scopus 로고
    • The characterization of two specific drug binding sites on human serum albumin
    • Sudlow G, Birkett DJ, Wade DN. 1975. The characterization of two specific drug binding sites on human serum albumin. Mol Pharmacol 11:824-832.
    • (1975) Mol Pharmacol , vol.11 , pp. 824-832
    • Sudlow, G.1    Birkett, D.J.2    Wade, D.N.3
  • 18
    • 0030701947 scopus 로고    scopus 로고
    • Stereoselectivity and enantiomer-enantiomer interactions in the binding of ibuprofen to human serum albumin
    • Itoh T, Saura Y, Tsuda Y, Yamada H. 1997. Stereoselectivity and enantiomer-enantiomer interactions in the binding of ibuprofen to human serum albumin. Chirality 9:643-649.
    • (1997) Chirality , vol.9 , pp. 643-649
    • Itoh, T.1    Saura, Y.2    Tsuda, Y.3    Yamada, H.4
  • 19
    • 33746253976 scopus 로고    scopus 로고
    • Location of high and low affinity fatty acid binding sites on human serum albumin revealed by NMR drug-competition analysis
    • Simard JR, Zunszain PA, Hamilton JA, Curry S. 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.
    • (2006) J Mol Biol , vol.361 , pp. 336-351
    • Simard, J.R.1    Zunszain, P.A.2    Hamilton, J.A.3    Curry, S.4
  • 20
    • 54349116196 scopus 로고    scopus 로고
    • Activation of mouse and human peroxisome proliferator-activated receptor alpha by perfluoroalkyl acids of different functional groups and chain lengths
    • Wolf CJ, Takacs ML, Schmid JE, Lau C, Abbott BD. 2008. Activation of mouse and human peroxisome proliferator-activated receptor alpha by perfluoroalkyl acids of different functional groups and chain lengths. Toxicol Sci 106:162-171.
    • (2008) Toxicol Sci , vol.106 , pp. 162-171
    • Wolf, C.J.1    Takacs, M.L.2    Schmid, J.E.3    Lau, C.4    Abbott, B.D.5
  • 21
    • 40049088000 scopus 로고    scopus 로고
    • PPARa: Mechanism of species differences and hepatocarcinogenesis of peroxisome proliferators
    • Gonzalez FJ, Shah YM. 2008. PPARa: Mechanism of species differences and hepatocarcinogenesis of peroxisome proliferators. Toxicology 246:2-8.
    • (2008) Toxicology , vol.246 , pp. 2-8
    • Gonzalez, F.J.1    Shah, Y.M.2
  • 22
    • 69049098176 scopus 로고    scopus 로고
    • Structure-activity relationships and human relevance for perfluoroalkyl acid-induced transcriptional activation of peroxisome proliferation in liver cell cultures
    • Björk JA, Wallace KB. 2009. Structure-activity relationships and human relevance for perfluoroalkyl acid-induced transcriptional activation of peroxisome proliferation in liver cell cultures. Toxicol Sci 111:89-99.
    • (2009) Toxicol Sci , vol.111 , pp. 89-99
    • Björk, J.A.1    Wallace, K.B.2
  • 24
    • 0016691920 scopus 로고
    • Fatty acid binding to plasma albumin
    • Spector A. 1975. Fatty acid binding to plasma albumin. J Lipid Res 16:165-179.
    • (1975) J Lipid Res , vol.16 , pp. 165-179
    • Spector, A.1
  • 26
    • 55949135633 scopus 로고    scopus 로고
    • Prenatal exposure to perfluorooctanoate (PFOA) and perfluorooctanesulfonate (PFOS) and maternally reported developmental milestones in infancy
    • Fei C, McLaughlin JK, Lipworth L, Olsen J. 2008. Prenatal exposure to perfluorooctanoate (PFOA) and perfluorooctanesulfonate (PFOS) and maternally reported developmental milestones in infancy. Environ Health Perspect 116:1391-1395.
    • (2008) Environ Health Perspect , vol.116 , pp. 1391-1395
    • Fei, C.1    McLaughlin, J.K.2    Lipworth, L.3    Olsen, J.4
  • 27
    • 27944474259 scopus 로고    scopus 로고
    • Determining molecular binding sites on human serum albumin by displacement of oleic acid
    • SarverRW,GaoH, Tian F. 2005. Determining molecular binding sites on human serum albumin by displacement of oleic acid. Anal Biochem 347:297-302.
    • (2005) Anal Biochem , vol.347 , pp. 297-302
    • Sarver, R.W.1    Gao, H.2    Tian, F.3
  • 28
    • 39649113321 scopus 로고    scopus 로고
    • Application of saturation transfer double difference NMR to elucidate the mechanistic interactions of pesticides with humic acid
    • Shirzadi A, Simpson MJ, Xu Y, Simpson AJ. 2008. Application of saturation transfer double difference NMR to elucidate the mechanistic interactions of pesticides with humic acid. Environ Sci Technol 42:1084-1090.
    • (2008) Environ Sci Technol , vol.42 , pp. 1084-1090
    • Shirzadi, A.1    Simpson, M.J.2    Xu, Y.3    Simpson, A.J.4
  • 30
    • 0026702036 scopus 로고
    • A comparative toxicological investigation of perfluorocarboxylic acids in rats by fluorine-19 NMR spectroscopy
    • Goecke CM, Jarnot BM, Reo NV. 1992. A comparative toxicological investigation of perfluorocarboxylic acids in rats by fluorine-19 NMR spectroscopy. Chem Res Toxicol 5:512-519.
    • (1992) Chem Res Toxicol , vol.5 , pp. 512-519
    • Goecke, C.M.1    Jarnot, B.M.2    Reo, N.V.3
  • 31
    • 0033553844 scopus 로고    scopus 로고
    • Characterization of ligand binding by saturation transfer difference NMR spectroscopy
    • Mayer M, Meyer B. 1999. Characterization of ligand binding by saturation transfer difference NMR spectroscopy. Angew Chem Int Ed 38:1784-1788.
    • (1999) Angew Chem Int Ed , vol.38 , pp. 1784-1788
    • Mayer, M.1    Meyer, B.2
  • 33
    • 0034823890 scopus 로고    scopus 로고
    • Group epitope mapping by saturation transfer difference NMR to identify segments of a ligand in direct contact with a protein receptor
    • Mayer M, Meyer B. 2001. Group epitope mapping by saturation transfer difference NMR to identify segments of a ligand in direct contact with a protein receptor. J Am Chem Soc 123:6108-6117.
    • (2001) J Am Chem Soc , vol.123 , pp. 6108-6117
    • Mayer, M.1    Meyer, B.2
  • 34
    • 58149396562 scopus 로고    scopus 로고
    • Saturation transfer difference nuclear magnetic resonance study on the specific binding of ligand to protein
    • Ji Z, Yao Z, Liu M. 2009. Saturation transfer difference nuclear magnetic resonance study on the specific binding of ligand to protein. Anal Biochem 385:380-382.
    • (2009) Anal Biochem , vol.385 , pp. 380-382
    • Ji, Z.1    Yao, Z.2    Liu, M.3
  • 36
    • 2242450595 scopus 로고    scopus 로고
    • Dietary accumulation of perfluorinated acids in juvenile rainbow trout (Oncorhynchus mykiss)
    • Martin JW, Mabury SA, Solomon KR, Muir DCG. 2003. Dietary accumulation of perfluorinated acids in juvenile rainbow trout (Oncorhynchus mykiss). Environ Toxicol Chem 22:189-195.
    • (2003) Environ Toxicol Chem , vol.22 , pp. 189-195
    • Martin, J.W.1    Mabury, S.A.2    Solomon, K.R.3    Muir, D.C.G.4
  • 37
    • 2242475735 scopus 로고    scopus 로고
    • Bioconcentration and tissue distribution of perfluorinated acids in rainbow trout (Oncorhynchus mykiss)
    • Martin JW, Mabury SA, Solomon KR, Muir DCG. 2003. Bioconcentration and tissue distribution of perfluorinated acids in rainbow trout (Oncorhynchus mykiss). Environ Toxicol Chem 22:196-204.
    • (2003) Environ Toxicol Chem , vol.22 , pp. 196-204
    • Martin, J.W.1    Mabury, S.A.2    Solomon, K.R.3    Muir, D.C.G.4
  • 38
    • 0037416074 scopus 로고    scopus 로고
    • Comparison of the toxicokinetics between perfluorocarboxylic acids with different carbon chain length
    • Ohmori K, Kudo N, Katayama K, Kawashima Y. 2003. Comparison of the toxicokinetics between perfluorocarboxylic acids with different carbon chain length. Toxicology 184:135-140.
    • (2003) Toxicology , vol.184 , pp. 135-140
    • Ohmori, K.1    Kudo, N.2    Katayama, K.3    Kawashima, Y.4
  • 39
    • 9944247696 scopus 로고    scopus 로고
    • The use of 19F NMR to interpret the structural properties of perfluorocarboxylate acids:Apossible correlation with their environmental disposition
    • Ellis DA, Denkenberger KA, Burrow TE, Mabury SA. 2004. The use of 19F NMR to interpret the structural properties of perfluorocarboxylate acids:Apossible correlation with their environmental disposition. J Phys Chem A 108:10099-10106.
    • (2004) J Phys Chem A , vol.108 , pp. 10099-10106
    • Ellis, D.A.1    Denkenberger, K.A.2    Burrow, T.E.3    Mabury, S.A.4
  • 40
    • 0037139402 scopus 로고    scopus 로고
    • Sex hormoneregulated renal transport of perfluorooctanoic acid
    • Kudo N, Katakura M, Sato Y, Kawashima Y. 2002. Sex hormoneregulated renal transport of perfluorooctanoic acid. Chemico-Biol Interact 139:301-316.
    • (2002) Chemico-Biol Interact , vol.139 , pp. 301-316
    • Kudo, N.1    Katakura, M.2    Sato, Y.3    Kawashima, Y.4
  • 42
    • 29244477816 scopus 로고    scopus 로고
    • The impact of plasma protein binding on the renal transport of organic anions
    • Bow DAJ, Perry JL, Simon JD, Pritchard JB. 2006. The impact of plasma protein binding on the renal transport of organic anions. J Pharmacol Exp Therapeut 316:349-355.
    • (2006) J Pharmacol Exp Therapeut , vol.316 , pp. 349-355
    • Daj, B.1    Perry, J.L.2    Simon, J.D.3    Pritchard, J.B.4
  • 43
    • 33747107734 scopus 로고    scopus 로고
    • Community exposure to perfluorooctanoate: Relationships between serum concentrations and exposure sources
    • DOI 10.1097/01.jom.0000232486.07658.74, PII 0004376420060800000004
    • Emmett EA, Shofer FS, Zhang H, Freeman D, Desai C, Shaw LM. 2006. Community exposure to perfluorooctanoate: Relationships between serum concentrations and exposure sources. J Occup Environ Med 48:759-770. (Pubitemid 44221830)
    • (2006) Journal of Occupational and Environmental Medicine , vol.48 , Issue.8 , pp. 759-770
    • Emmett, E.A.1    Shofer, F.S.2    Zhang, H.3    Freeman, D.4    Desai, C.5    Shaw, L.M.6
  • 46
    • 34547920415 scopus 로고    scopus 로고
    • Longitudinal study of serum lipids and liver enzymes in workers with occupational exposure to ammoniumperfluooctanoate
    • Sakr CJ, Leonard RC, Kreckmann KH, Slade MD, Cullen MR. 2007. Longitudinal study of serum lipids and liver enzymes in workers with occupational exposure to ammoniumperfluooctanoate. J Occup Environ Med 49:872-879.
    • (2007) J Occup Environ Med , vol.49 , pp. 872-879
    • Sakr, C.J.1    Leonard, R.C.2    Kreckmann, K.H.3    Slade, M.D.4    Cullen, M.R.5
  • 47
    • 63449102135 scopus 로고    scopus 로고
    • Thirty years of medical surveillance in perfluooctanoic acid production workers
    • Costa G, Sartori S, Consonni D. 2009. Thirty years of medical surveillance in perfluooctanoic acid production workers. J Occup Environ Med 51:364-372.
    • (2009) J Occup Environ Med , vol.51 , pp. 364-372
    • Costa, G.1    Sartori, S.2    Consonni, D.3
  • 48
    • 0027586835 scopus 로고
    • The association between serum albumin and HDL and total cholesterol
    • Gillum RF. 1993. The association between serum albumin and HDL and total cholesterol. J Natl Med Assoc 85:290-292.
    • (1993) J Natl Med Assoc , vol.85 , pp. 290-292
    • Gillum, R.F.1
  • 49
    • 0016229584 scopus 로고
    • Determination of unbound bilirubin in the serum of newborns
    • Jacobsen J, Wennberg RP. 1974. Determination of unbound bilirubin in the serum of newborns. Clin Chem 20:783-789.
    • (1974) Clin Chem , vol.20 , pp. 783-789
    • Jacobsen, J.1    Wennberg, R.P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.