Study of non-covalent interactions between MRI contrast agents and human serum albumin by NMR diffusometry
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Abstract
The NMR diffusometry technique, based on the measurement of the diffusion coefficient of a ligand in the absence and in the presence of its macromolecular partner, was used to study the affinity for human serum albumin (HSA) of four gadolinium complexes, potential or already used magnetic resonance imaging contrast agents. Diamagnetic lanthanum(III) ion or europium(III) ion, which has the advantage of shifting the NMR signals far away from those of the macromolecule, was used to avoid the excessive broadening of the NMR signals induced by the gadolinium(III) ion. Titration experiments, in which the HSA concentration was kept constant and the concentration of the europium or lanthanum chelate was varied, were performed to evaluate the association constant and the number of binding sites. Some additional information about the kinetics of the exchange between the free and the bound chelate was also obtained. Competition experiments with ibuprofen and salicylate, which are ligands with a known affinity for the macromolecule and for which the binding site is known, were also performed to get information about the binding site of the contrast agents.
Keywords
NMR Contrast agents Diffusion Non-covalent interactionsNotes
Acknowledgments
The authors thank Patricia de Francisco for her help in preparing the manuscript. This work was supported by the FNRS and the ARC Program 05/10-335 of the French Community of Belgium. The support and sponsorship accorded by COST Action D38 and EMIL NoE of the FP6 of the EC are kindly acknowledged.
References
- 1.Muller RN (1996) In: Grant DM, Harris RK (eds) Encyclopedia of nuclear magnetic resonance. Wiley, New York, pp 1438–1444Google Scholar
- 2.Lauffer RB (1987) Chem Rev 87:901–927CrossRefGoogle Scholar
- 3.Toth E, Helm L, Merbach AE (2001) In: Merbach AE, Toth E (eds) The chemistry of contrast agents in medical magnetic resonance imaging. Wiley, New York, pp 46–119Google Scholar
- 4.Rohrer M, Bauer H, Mintorovitch J, Requardt M, Weinmann H-J (2005) Invest Radiol 40(11):715–724PubMedCrossRefGoogle Scholar
- 5.Aime S, Botta M, Terreno E (2005) Adv Inorg Chem 57:173–237CrossRefGoogle Scholar
- 6.Aime S, Geninatti Crich S, Gianolio E, Giovenzana GB, Tei L, Terreno E (2006) Coord Chem Rev 250:1562–1579CrossRefGoogle Scholar
- 7.Vander Elst L, Maton F, Laurent S, Seghi F, Chapelle F, Muller RN (1997) Magn Reson Med 38:604–614PubMedCrossRefGoogle Scholar
- 8.Henoumont C, Henrotte V, Laurent S, Vander Elst L, Muller RN (2008) J Inorg Biochem 102:721–730PubMedCrossRefGoogle Scholar
- 9.Muller RN, Radüchel B, Laurent S, Platzek J, Piérart C, Mareski P, Vander Elst L (1999) Eur J Inorg Chem 1949–1955Google Scholar
- 10.Zech SG, Eldredge HB, Lowe MP, Caravan P (2007) Inorg Chem 46(9):3576–3584PubMedCrossRefGoogle Scholar
- 11.Caravan P, Cloutier NJ, Greenfield MT, McDermid SA, Dunham SU, Bulte JWM, Amedio JC Jr, Looby RJ, Supkowski RM, Horrocks WD Jr, McMurry TJ, Lauffer RB (2002) J Am Chem Soc 124(12):3152–3162Google Scholar
- 12.Wallace RA, Haar JP Jr, Miller DB, Woulfe SR, Polta JA, Galen KP, Hynes MR, Adzamli K (1998) Magn Reson Med 40:733–739PubMedCrossRefGoogle Scholar
- 13.Adzamli K, Vander Elst L, Laurent S, Muller RN (2001) Magn Reson Mater Phys Biol Med 12:92–95CrossRefGoogle Scholar
- 14.Adzamli K, Spiller M, Koenig SH (2002) Acad Radiol 9(Suppl 1):S11–S16PubMedCrossRefGoogle Scholar
- 15.Vander Elst L, Chapelle F, Laurent S, Muller RN (2001) J Biol Inorg Chem 6:196–200PubMedCrossRefGoogle Scholar
- 16.Aime S, Botta M, Fasano M, Crich SG, Terreno E (1996) J Biol Inorg Chem 1:312–319CrossRefGoogle Scholar
- 17.Thompson MK, Doble DMJ, Tso LS, Barra S, Botta M, Aime S, Raymond KN (2004) Inorg Chem 43:8577–8586PubMedCrossRefGoogle Scholar
- 18.Cavagna FM, Maggioni F, Castelli PM, Dapra M, Imperatori LG, Lorusso V, Jenkins BG (1997) Invest Radiol 32:780–796PubMedCrossRefGoogle Scholar
- 19.Laurent S, Vander Elst L, Muller RN (2006) Contrast Media Mol Imaging 1:128–137PubMedCrossRefGoogle Scholar
- 20.Henrotte V, Vander Elst L, Laurent S, Muller RN (2007) J Biol Inorg Chem 12:929–937PubMedCrossRefGoogle Scholar
- 21.Caravan P, Parigi G, Chasse JM, Cloutier NJ, Ellison JJ, Lauffer RB, Luchinat C, McDermid SA, Spiller M, McMurry TJ (2007) Inorg Chem 46(16):6632–6639PubMedCrossRefGoogle Scholar
- 22.Kragh Hansen U (1981) Pharmacol Rev 33:17–53PubMedGoogle Scholar
- 23.Kragh Hansen U (1990) Dan Med Bull 37:57–84PubMedGoogle Scholar
- 24.Carter DC, Ho JX (1994) Adv Protein Chem 45:153–203PubMedCrossRefGoogle Scholar
- 25.Peters T Jr (1996) All about albumin: biochemistry, genetics, and medical applications. Academic Press, New YorkGoogle Scholar
- 26.Ghuman J, Zunszain PA, Petitpas I, Bhattacharya AA, Otagiri M, Curry S (2005) J Mol Biol 353:38–52PubMedCrossRefGoogle Scholar
- 27.Carlomagno T (2005) Annu Rev Biophys Biomol Struct 34:245–266PubMedCrossRefGoogle Scholar
- 28.Lepre CA, Moore JM, Peng JW (2004) Chem Rev 104:3641–3675PubMedCrossRefGoogle Scholar
- 29.Peng JW, Moore J, Abdul-Manan N (2004) Prog Nucl Magn Reson Spectrosc 44:225–256CrossRefGoogle Scholar
- 30.Wemmer DE, Williams PG (1994) Methods Enzymol 239:739–767PubMedCrossRefGoogle Scholar
- 31.Stockman BJ, Dalvit C (2002) Prog Nucl Magn Reson Spectrosc 41:187–231CrossRefGoogle Scholar
- 32.Meyer B, Peters T (2003) Angew Chem 42:864–890CrossRefGoogle Scholar
- 33.Luo RS, Liu ML, Mao XA (1999) Spectrochim Acta Part A 55:1897–1901CrossRefGoogle Scholar
- 34.Ji Z, Yuan H, Liu M, Hu J (2002) J Pharm Biomed Anal 30:151–159PubMedCrossRefGoogle Scholar
- 35.Lucas LH, Larive CK (2004) Concepts Magn Reson Part A 20(1):24–41CrossRefGoogle Scholar
- 36.Derrick TS, McCord EF, Larive CK (2002) J Magn Reson 155:217–225PubMedCrossRefGoogle Scholar
- 37.Ma Y, Liu M, Mao XA, Nicholson JK, Lindon JC (1999) Magn Reson Chem 37:269–273CrossRefGoogle Scholar
- 38.Luo RS, Liu ML, Mao XA (1999) Appl Spectrosc 53(7):776–779CrossRefGoogle Scholar
- 39.Lindon JC, Liu M, Nicholson JK (1999) Rev Anal Chem 18(1–2):23–66Google Scholar
- 40.Liu M, Nicholson JK, Lindon JC (1997) Anal Commun 34:225–228CrossRefGoogle Scholar
- 41.Price WS (2002) Encycl Nucl Magn Reson 9:364–374Google Scholar
- 42.Price WS (2003) Aust J Chem 56(9):855–860CrossRefGoogle Scholar
- 43.Gharibi H, Javadian S, Hashemianzadeh M (2004) Colloids Surf A Physicochem Eng Aspects 232:77–86CrossRefGoogle Scholar
- 44.Fielding L (2000) Tetrahedron 56:6151–6170CrossRefGoogle Scholar
- 45.Brand T, Cabrita EJ, Berger S (2005) Prog Nucl Magn Res Spectrosc 46:159–196CrossRefGoogle Scholar
- 46.Wimmer R, Aachmann FL, Larsen KL, Petersen SB (2002) Carbohydr Res 337:841–849PubMedCrossRefGoogle Scholar
- 47.Danielsson J, Jarvet J, Damberg P, Gräslund A (2004) Biochemistry 43:6261–6269PubMedCrossRefGoogle Scholar
- 48.Deaton KR, Feyen EA, Nkulabi HJ, Morris KF (2001) Magn Reson Chem 39:276–282CrossRefGoogle Scholar
- 49.Anselmi C, Bernardi F, Centini M, Gaggelli E, Gaggelli N, Valensin D, Valensin G (2005) Chem Phys Lipids 134:109–117PubMedCrossRefGoogle Scholar
- 50.Begotka BA, Hunsader JL, Oparaeche C, Vincent JK, Morris KF (2006) Magn Reson Chem 44(6):586–593PubMedCrossRefGoogle Scholar
- 51.Lucas LH, Price KE, Larive CK (2004) J Am Chem Soc 126:14258–14266PubMedCrossRefGoogle Scholar
- 52.Dalvit C, Flocco M, Knapp S, Mostardini M, Perego R, Stockman BJ, Veronesi M, Varasi M (2002) J Am Chem Soc 124:7702–7709PubMedCrossRefGoogle Scholar
- 53.Dalvit C, Flocco M, Stockman BJ, Veronesi M (2002) Comb Chem High Throughput Screen 5:645–650PubMedGoogle Scholar
- 54.Burkhard G (1998) Concepts Magn Reson 10(5):299–321CrossRefGoogle Scholar
- 55.Price WS (1997) Concepts Magn Reson 9(5):299–336CrossRefGoogle Scholar
- 56.Price WS (1998) Concepts Magn Reson 10(4):197–237CrossRefGoogle Scholar
- 57.Henrotte V, Muller RN, Bartholet A, Vander Elst L (2007) Contrast Media Mol Imaging 2:258–261PubMedCrossRefGoogle Scholar
- 58.Woods M, Aime S, Botta M, Howard JAK, Moloney JM, Navet M, Parker D, Port M, Rousseaux O (2000) J Am Chem Soc 122:9781–9792CrossRefGoogle Scholar
- 59.Geraldes CFGC, Luchinat C (2003) Met Ions Biol Syst 40:513–588PubMedGoogle Scholar