NMR metabolomics profiling of blood plasma mimics shows that medium- and long-chain fatty acids differently release metabolites from human serum albumin

Journal of Magnetic Resonance

Volumn 239, Issue , 2014, Pages 34-43

  Jupin, M ^a   Michiels, P J ^b   Girard, F C ^b   Spraul, M ^c   Wijmenga, S S ^a  

^a RADBOUD UNIVERSITY NIJMEGEN   (Netherlands)

^b Spinnovation Analytical   (Netherlands)

^c BRUKER BIOSPIN GMBH   (Germany)

Author keywords

Albumin; Blood plasma; Fatty acids; Interactions; Metabolomics; Myristate; NMR; Stearate

Indexed keywords

ALBUMIN; BLOOD PLASMA; METABOLOMICS; MYRISTATE; STEARATE;

AMINO ACIDS; BEAM PLASMA INTERACTIONS; BLOOD; CHAINS; FATTY ACIDS; METABOLITES; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLASMAS; PROTEINS;

BIOMOLECULES;

ALBUMIN; AMINO ACID; CITRIC ACID; FATTY ACID; LACTIC ACID DERIVATIVE; MYRISTIC ACID; PHENYLALANINE; PYRUVIC ACID; SERUM ALBUMIN; STEARIC ACID; STEARIC ACID DERIVATIVE;

ARTICLE; BLOOD; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; INTERACTIONS; METABOLISM; METABOLOMICS; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE; PLASMA;

ALBUMIN; BLOOD PLASMA; FATTY ACIDS; INTERACTIONS; METABOLOMICS; MYRISTATE; NMR; STEARATE;

AMINO ACIDS; CITRATES; FATTY ACIDS; HUMANS; LACTATES; METABOLOMICS; MODELS, MOLECULAR; MYRISTIC ACID; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHENYLALANINE; PLASMA; PYRUVIC ACID; SERUM ALBUMIN; STEARATES;

EID: 84891513535     PISSN: 10907807     EISSN: 10960856     Source Type: Journal    
DOI: 10.1016/j.jmr.2013.11.019     Document Type: Article

References (56)

1. I. Bertini, M. Assfalg, D. Colangiuli, C. Luchinat, H. Schafer, B. Schutz, and M. Spraul Evidence of different metabolic phenotypes in humans Proc. Natl. Acad. Sci. USA 105 2008 1420 1424 (Pubitemid 351346527)
2. D.J. Grainger, J.T. Brindle, H. Antti, E. Holmes, G. Tranter, J.K. Nicholson, H.W.L. Bethell, S. Clarke, P.M. Schofield, E. McKilligin, and D.E. Mosedale Rapid and noninvasive diagnosis of the presence and severity of coronary heart disease using H-1-NMR-based metabonomics Nat. Med. 8 2002 1439 1444 (Pubitemid 36019430)
3. W.B. Dunn, D.I. Broadhurst, H.J. Atherton, R. Goodacre, and J.L. Griffin Systems level studies of mammalian metabolomes: the roles of mass spectrometry and nuclear magnetic resonance spectroscopy Chem. Soc. Rev. 40 2011 387 426
4. A. Zhang, H. Sun, and X. Wang Serum metabolomics as a novel diagnostic approach for disease: a systematic review Anal. Bioanal. Chem. 404 2012 1239 1245
5. A. Zhang, H. Sun, P. Wang, Y. Han, and X. Wang Recent and potential developments of biofluid analyses in metabolomics J. Proteomics 75 2012 1079 1088
6. A. Smolinska, L. Blanchet, L.M.C. Buydens, and S.S. Wijmenga NMR and pattern recognition methods in metabolomics: from data acquisition to biomarker discovery: a review Anal. Chim. Acta 750 2012 82 97
7. A. Smolinska, A. Attali, L. Blanchet, K. Ampt, T. Tuinstra, H. van Aken, E. Suidgeest, A.J. van Gool, T. Luider, S.S. Wijmenga, and L.M.C. Buydens NMR and pattern recognition can distinguish neuroinflammation and peripheral inflammation J. Proteome Res. 10 2011 4428 4438
8. A. Smolinska, L. Blanchet, L. Coulier, K.A.M. Ampt, T. Luider, R.Q. Hintzen, S.S. Wijmenga, and L.M.C. Buydens Interpretation and visualization of non-linear data fusion in kernel space. Study on metabolomic characterization of progression of multiple sclerosis PLoS One 7 2012
9. J. Wang, Z. Li, J. Chen, H. Zhao, L. Luo, C. Chen, X. Xu, W. Zhang, K. Gao, B. Li, J. Zhang, and W. Wang Metabolomic identification of diagnostic plasma biomarkers in humans with chronic heart failure Mol. BioSyst. 9 2013 2618 2626
10. M. Jupin, P.J. Michiels, F.C. Girard, M. Spraul, and S.S. Wijmenga NMR identification of endogenous metabolites interacting with fatted and non-fatted human serum albumin in blood plasma: fatty acids influence the HSA-metabolite interaction J. Magn. Reson. 228 2013 81 94
11. C. Daykin, R. Bro, and F. Wulfert Data handling for interactive metabolomics: tools for studying the dynamics of metabolome-macromolecule interactions Metabolomics 8 2012 52 63
12. C.A. Daykin, P.J.D. Foxall, S.C. Connor, J.C. Lindon, and J.K. Nicholson The comparison of plasma deproteinization methods for the detection of low-molecular-weight metabolites by (1)H nuclear magnetic resonance spectroscopy Anal. Biochem. 304 2002 220 230 (Pubitemid 34522966)
13. J.D. Bell, J.C.C. Brown, G. Kubal, and P.J. Sadler NMR-invisible lactate in blood-plasma FEBS Lett. 235 1988 81 86
14. J.K. Nicholson, and K.P. Gartland 1H NMR studies on protein binding of histidine, tyrosine and phenylalanine in blood plasma NMR Biomed. 2 1989 77 82
15. J.C. Chatham, and J.R. Forder Lactic acid and protein interactions: implications for the NMR visibility of lactate in biological systems Biochim. Biophys. Acta 1426 1999 177 184 (Pubitemid 29027880)
16. D.S. Fredrickson, and R.S. Gordon Metabolism of albumin-bound C-14 labeled unesterified fatty acids in normal human subjects J. Clin. Invest. 37 1958 1504 1515
17. D.P. Cistola, and D.M. Small Fatty-acid distribution in systems modeling the normal and diabetic human circulation - a C-13 nuclear-magnetic-resonance study J. Clin. Invest. 87 1991 1431 1441
18. S. Curry Lessons from the crystallographic analysis of small molecule binding to human serum albumin Drug Metab. Pharmacokinet. 24 2009 342 357
19. P. Ascenzi, M. Fasano, S. Curry, E. Terreno, M. Galliano, G. Fanali, P. Narciso, and S. Notari The extraordinary ligand binding properties of human serum albumin IUBMB Life 57 2005 787 796 (Pubitemid 43062399)
20. J. Ghuman, P.A. Zunszain, I. Petitpas, A.A. Bhattacharya, M. Otagiri, and S. Curry Structural basis of the drug-binding specificity of human serum albumin J. Mol. Biol. 353 2005 38 52 (Pubitemid 41338838)
21. M.T. Ryan, and R.K. Chopra Paradoxical effect of fatty-acid on steroid-albumin interaction Biochim. Biophys. Acta 427 1976 337 349
22. U. Kragh-Hansen Molecular aspects of ligand binding to serum albumin Pharmacol. Rev. 33 1981 17 53
23. I. Petitpas, C.E. Petersen, C.E. Ha, A.A. Bhattacharya, P.A. Zunszain, J. Ghuman, N.V. Bhagavan, and S. Curry Structural basis of albumin-thyroxine interactions and familial dysalbuminemic hyperthyroxinemia Proc. Natl. Acad. Sci. USA 100 2003 6440 6445 (Pubitemid 36666600)
24. C.E. Petersen, C.E. Ha, D.M. Jameson, and N.V. Bhagavan Mutations in a specific human serum albumin thyroxine binding site define the structural basis of familial dysalbuminemic hyperthyroxinemia J. Biol. Chem. 271 1996 19110 19117 (Pubitemid 26271571)
25. A.A. Bhattacharya, T. Grune, and S. Curry 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
26. J.D. Ashbrook, J.E. Fletcher, and A.A. Spector Medium chain fatty-acid binding to human plasma albumin J. Biol. Chem. 247 1972 7038
27. J.D. Ashbrook, A.A. Spector, E.C. Santos, and J.E. Fletcher Long-chain fatty-acid binding to human plasma albumin J. Biol. Chem. 250 1975 2333 2338
28. P.J. Foxall, M. Spraul, R.D. Farrant, L.C. Lindon, G.H. Neild, and J.K. Nicholson 750 MHz 1H-NMR spectroscopy of human blood plasma J. Pharm. Biomed. Anal. 11 1993 267 276 (Pubitemid 23201935)
29. J.K. Nicholson, P.J. Foxall, M. Spraul, R.D. Farrant, and J.C. Lindon 750 MHz 1H and 1H-13C NMR spectroscopy of human blood plasma Anal. Chem. 67 1995 793 811
30. N. Psychogios, D.D. Hau, J. Peng, A.C. Guo, R. Mandal, S. Bouatra, I. Sinelnikov, R. Krishnamurthy, R. Eisner, B. Gautam, N. Young, J.G. Xia, C. Knox, E. Dong, P. Huang, Z. Hollander, T.L. Pedersen, S.R. Smith, F. Bamforth, R. Greiner, B. McManus, J.W. Newman, T. Goodfriend, and D.S. Wishart The human serum metabolome PLoS One 6 2011
31. H.R. Tang, Y.L. Wang, J.K. Nicholson, and J.C. Lindon Use of relaxation-edited one-dimensional and two dimensional nuclear magnetic resonance spectroscopy to improve detection of small metabolites in blood plasma Anal. Biochem. 325 2004 260 272 (Pubitemid 38134363)
32. S. Meiboom, and D. Gill Modified spin-echo method for measuring nuclear relaxation times Rev. Sci. Instrum. 29 1958 688 691
33. T.L. Hwang, and A.J. Shaka Water suppression that works - excitation sculpting using arbitrary wave-forms and pulsed-field gradients J. Magn. Reson., Ser. A 112 1995 275 279
34. N. Aranibar, K.H. Ott, V. Roongta, and L. Mueller Metabolomic analysis using optimized NMR and statistical methods Anal. Biochem. 355 2006 62 70 (Pubitemid 44041397)
35. P.R. Bevington Data Reduction and Error Analysis for the Physical Sciences 1969 McGraw-Hill New York
36. S. Deprez, B.C. Sweatman, S.C. Connor, J.N. Haselden, and C.J. Waterfield Optimisation of collection, storage and preparation of rat plasma for 1H NMR spectroscopic analysis in toxicology studies to determine inherent variation in biochemical profiles J. Pharm. Biomed. Anal. 30 2002 1297 1310 (Pubitemid 35284339)
37. U. Kragh-Hansen, V.T.G. Chuang, and M. Otagiri Practical aspects of the ligand-binding and enzymatic properties of human serum albumin Biol. Pharm. Bull. 25 2002 695 704 (Pubitemid 40036701)
38. J. Wilting, W.F. Vandergiesen, and L.H.M. Janssen The effect of chloride on the binding of warfarin to albumin as a function of pH Biochem. Pharmacol. 30 1981 1025 1031 (Pubitemid 11105586)
39. K. Matsuyama, A.C. Sen, and J.H. Perrin The effects of pH, calcium and chloride-ions on the binding of tolmetin to human-serum albumin - circular dichroic, dialysis and fluorometric measurements J. Pharm. Pharmacol. 39 1987 190 195 (Pubitemid 17033349)
40. M. Otagiri, K. Masuda, T. Imai, Y. Imamura, and M. Yamasaki Binding of pirprofen to human-serum albumin studied by dialysis and spectroscopy techniques Biochem. Pharmacol. 38 1989 1 7 (Pubitemid 19029146)
41. M. Sueyasu, K. Fujito, H. Shuto, T. Mizokoshi, Y. Kataoka, and R. Oishi Protein binding and the metabolism of thiamylal enantiomers in vitro Anesth. Analg. 91 2000 736 740
42. S.H. Lee, and M.G. Lee Factors influencing the protein-binding of azosemide using an equilibrium dialysis technique Biopharm. Drug Dispos. 16 1995 615 626
43. R.A. Weisiger, J.D. Ostrow, R.K. Koehler, C.C. Webster, P. Mukerjee, L. Pascolo, and C. Tiribelli Affinity of human serum albumin for bilirubin varies with albumin concentration and buffer composition - results of a novel ultrafiltration method J. Biol. Chem. 276 2001 29953 29960
44. J.R. Simard, P.A. Zunszain, J.A. Hamilton, and S. Curry 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 (Pubitemid 44092787)
45. J.A. Hamilton, S. Era, S.P. Bhamidipati, and R.G. Reed Locations of the 3 primary binding-sites for long-chain fatty-acids on bovine serum-albumin Proc. Natl. Acad. Sci. USA 88 1991 2051 2054 (Pubitemid 21916351)
46. D.P. Cistola, D.M. Small, and J.A. Hamilton C-13 NMR-studies of saturated fatty-acids bound to bovine serum-albumin. 1. The filling of individual fatty-acid binding-sites J. Biol. Chem. 262 1987 10971 10979
47. J.S. Parks, D.P. Cistola, D.M. Small, and J.A. Hamilton Interactions of the carboxyl group of oleic-acid with bovine serum-albumin - a C-13 NMR-study J. Biol. Chem. 258 1983 9262 9269
48. S. Curry, I. Petitpas, T. Grune, and A.A. Bhattacharya Crystal structures of human serum albumin complexed with monounsaturated and polyunsaturated fatty acids J. Mol. Biol. 314 2001 955 960 (Pubitemid 34073060)
49. S. Curry, H. Mandelkow, P. Brick, and N. Franks Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites Nat. Struct. Biol. 5 1998 827 835 (Pubitemid 28402087)
50. S. Curry, P. Brick, and N.P. Franks Fatty acid binding to human serum albumin: new insights from crystallographic studies Biochim. Biophys. Acta 1441 1999 131 140 (Pubitemid 29537733)
51. I. Messana, F. Forni, F. Ferrari, C. Rossi, B. Giardina, and C. Zuppi Proton nuclear magnetic resonance spectral profiles of urine in type II diabetic patients Clin. Chem. 44 1998 1529 1534 (Pubitemid 28309115)
52. C. Zuppi, I. Messana, P. Tapanainen, M. Knip, F. Vincenzoni, B. Giardina, and M. Nuutinen Proton nuclear magnetic resonance spectral profiles of urine from children and adolescents with type 1 diabetes Clin. Chem. 48 2002 660 662 (Pubitemid 34261235)
53. V.P. Makinen, P. Soininen, C. Forsblom, M. Parkkonen, P. Ingman, K. Kaski, P.H. Groop, M. Ala-Korpela, and F.S. Grp (1)H NMR metabonomics approach to the disease continuum of diabetic complications and premature death Mol. Syst. Biol. 4 2008
54. X. Li, Y. Chen, J. Liu, G. Yang, J. Zhao, G. Liao, M. Shi, Y. Yuan, S. He, Y. Lu, and J. Cheng Serum metabolic variables associated with impaired glucose tolerance induced by high-fat-high-cholesterol diet in Macaca mulatta Exp. Biol. Med. 237 2012 1310 1321
55. S.C. Zhang, G.A.N. Gowda, V. Asiago, N. Shanaiah, C. Barbas, and D. Raftery Correlative and quantitative H-1 NMR-based metabolomics reveals specific metabolic pathway disturbances in diabetic rats Anal. Biochem. 383 2008 76 84
56. B.G. Xie, M.J. Waters, and H.J. Schirra Investigating potential mechanisms of obesity by metabolomics J. Biomed. Biotechnol. 2012 10.1155/2012/805683