Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Gold Nanoparticles Coated with Gd-Chelate as a Potential CT/MRI Bimodal Contrast Agent

  • Sk Md., Nasiruzzaman (Department of Applied Chemistry, Kyungpook National University) ;
  • Kim, Hee-Kyung (Department of Medical & Biological Engineering, Kyungpook National University) ;
  • Park, Ji-Ae (Laboratory of Nuclear Medicine Research Molecular Imaging Center, Korea Institute of Radiological Medical Science) ;
  • Chang, Yong-Min (Department of Medical & Biological Engineering, Kyungpook National University) ;
  • Kim, Tae-Jeong (Department of Applied Chemistry, Kyungpook National University)
  • Received : 2009.09.08
  • Accepted : 2010.02.26
  • Published : 2010.05.20
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Abstract

The synthesis and characterization of gold nanoparticles coated by Gd-chelate (GdL@Au) is described, where L is a conjugate of DTPA (DTPA = diethylenetriamine-N,N,N',N",N"-pentaacetic acid) and 4-aminothiophenol. These particles are obtained by the replacement of citrate from the gold nanoparticle surfaces with gadolinium chelate (GdL). The average size of GdL@Au is 12 nm with a loading of GdL reaching up to $1.4{\times}10^3$ per particles, and they demonstrate very high r1 relaxivity (${\sim}10^4mM^{-1}s^{-1}$) and the r1 relaxivity per [Gd] is as high as $10mM^{-1}s{-1}$. Here, we also describe the use of bimodality of this contrast agent (CA) as a highly efficient CT contrast agent based on gold nanoparticles (GNPs) that overcome the limitations of iodine based contrast agent. The MTT assay performed on this CAs reveals the cytotoxicity as low as that for Omniscan$^{(R)}$ in the concentration range required to obtain intensity enhancement in the in vivo MRI study.

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References

  1. Caravan, P. Chem. Soc. Rev. 2006, 35, 512. https://doi.org/10.1039/b510982p
  2. Caravan, P.; Ellison, J. J.; McMurry, T. J.; Lauffer, R. B. Chem. Rev. 1999, 99, 2293. https://doi.org/10.1021/cr980440x
  3. Aime, S.; Botta, M.; Fasano, M.; Terrono, E. Chem. Soc. Rev. 1998, 27, 19. https://doi.org/10.1039/a827019z
  4. Hermann, P.; Kotek, J.; Kubicek, V.; Lukes, I. Dalton Trans. 2008, 3027.
  5. Merbach, A. E.; Toth, E. The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging; John Wiley & Sons, Ltd: Chichester, UK, 2001.
  6. Crch, S. G.; Bussolati, B.; Tei, L.; Grange, C.; Esposito, G.; Lanzardo, E.; Camussi, G.; Aime, S. Cancer Res. 2006, 66, 9196. https://doi.org/10.1158/0008-5472.CAN-06-1728
  7. Sitharaman, B. Kissell, K. R.; Hartman, K. B.; Tran, L. A.; Baikalov, A.; Rusakova, I.; Sun, Y.; Khant, H. A.; Ludtke, S. J.; Chiu, W.; Laus, S.; Toth, E.; Helm, L.; Merbach, E.; Wilson, L. J. Chem. Commun. 2005, 3915.
  8. Aime, S.; Botta, M.; Fasano, M.; Genimatti Crich, S.; Terreno, E. Coord. Chem. Rev. 1999, 321, 185.
  9. Aime, S.; Frullano, L.; Crish, S. G. Angew. Chem. Int. Ed. 2002, 41, 1017. https://doi.org/10.1002/1521-3773(20020315)41:6<1017::AID-ANIE1017>3.0.CO;2-P
  10. Reynolds, C. H.; Annan, N.; Beshah, K.; Huberm, J. H.; Shaber, S. H.; Lenkinski, R. E.; Wortman, J. A. J. Am. Chem. Soc. 2000, 122, 8940. https://doi.org/10.1021/ja001426g
  11. Aime, S.; Cabella, C.; Colombatto, S.; Crich, S. G.; Gianolio, E.; Maggioni, F. J. Magn. Res. Imaging. 2002, 16, 394. https://doi.org/10.1002/jmri.10180
  12. Sanchez, P.; Valero, E.; Galvez, N.; Domminguez-Vera, J. M.; Marinone, M.; Poletti, G.; Corti, M.; Lascialfari, A. Dalton Trans. 2009, 800.
  13. Kircher, M. F.; Mahmood, U.; King, R. S.; Weissleder, R.; Josephson, L. Cancer Res. 2003, 63, 8122.
  14. Devaraj, N. K.; Keliher, E. J.; Thurber, G. M.; Nahrendorf, M.; Weissleder, R. Bionconjugate Chem. 2009, 20, 397. https://doi.org/10.1021/bc8004649
  15. Kim, J.; Kim, H. S.; Lee, N.; Kim, T.; Kim, H.; Yu, T. ; Song, I. C.; Moon, W. K.; Hyeon, T. Angew. Chem. 2008, 47, 1. https://doi.org/10.1002/anie.200790254
  16. Hu, K. W.; Jhang, F. Y.; Su, C. H.; Yeh, C. S. J. Mat. Chem. 2009, 19, 2147. https://doi.org/10.1039/b815087g
  17. Lim, Y. T.; Cho, M. Y.; Choi, B. S.; Lee, J. M.; Chung, B. H. Chem. Commun. 2008, 4930.
  18. Fenchel, S.; Fleiter, T. R., Aschoffm A. J.; Gessel, R. V.; Brambs, H. J.; Merkle, E. M. Br. J. Radiol. 2004, 77, 821. https://doi.org/10.1259/bjr/19527646
  19. Enicina, J. L.; Bonmati, L. M.; R-Oms, C. L.; Rodriguez, V. Eur. Radiol. 1997, 7, S115. https://doi.org/10.1007/PL00006875
  20. Hainfeld, J. F.; Slatkin, D. N.; Focella, T. M.; Smilowitz, H. M.; Br. J. Radiol. 2006, 79, 248. https://doi.org/10.1259/bjr/13169882
  21. Kattumuri, V.; Katti, K.; Bhaskaran, S.; Boote, E. J.; Casteel, S. W.; Fent, G. M; Robertson, D. J.; Chandrasekhar, M.; Kannanm R.; Katti, K. V. Small 2007, 3, 333. https://doi.org/10.1002/smll.200600427
  22. Cai, Q. U.; Kim, S. H., Choi, K. S.; Kim, S. Y., Byun, S. J.; Kim, K. W.; Park, S. H.; Juhng, S. K.; Yoon, K. H. Invest Radiol. 2007, 42, 797. https://doi.org/10.1097/RLI.0b013e31811ecdcd
  23. Debouttiere, P. J.; Roux, S.; Vocanson, F.; Bilotey, C.; Beuf, O.; Favre-Reguillon, A.; Lin, Y.; Pellet-Rostaing, S.; Lamartine, R.; Perriat, P.; Tillement, O. Adv. Funct. Mater. 2006, 16, 2330. https://doi.org/10.1002/adfm.200600242
  24. Alric, C.; Taleb, J.; Duc, G. L.; Mandon, C.; Bilotey, C.; Meur-Herland, A. L.; Brochard, T.; Vocanson, F.; Janier, M.; Perriat, P.; Roux, S.; Tillement, O. J. Am. Chem. Soc. 2008, 130, 5908. https://doi.org/10.1021/ja078176p
  25. Dutta, S.; Kim, S. K.; Patel, D. B.; Kim, T. J.; Chang, Y. M. Polyhedron 2007, 26, 3799. https://doi.org/10.1016/j.poly.2007.04.027
  26. Dutta, S.; Park, J. A.; Jung, J. C.; Chang, Y. M.; Kim, T. J. Dalton Trans. 2008, 16, 2199.
  27. Park, J. A.; Lee, J. J.; Jung, J. C.; Yu, D. Y.; Oh, C.; Ha, S.; Kim, T. J.; Chang, Y. M.; ChemBioChem. 2008, 9, 2811. https://doi.org/10.1002/cbic.200800529
  28. Park, J. A.; Reddy, P. A. N.; Kim, H. K.; Kim, I. S.; Kim, G. C.; Chang, Y.; Kim, T. J. Bioorg. Med. Chem. Lett. 2008, 18, 6135. https://doi.org/10.1016/j.bmcl.2008.10.017
  29. Grabar, K. C.; Freeman, R. G.; Hommer, M. B.; Natan, M. J. Anal. Chem. 1995, 67, 735. https://doi.org/10.1021/ac00100a008
  30. Joing Committee of powder diffraction Standard (JCPDS) Card No. 04-0784, 2002.
  31. Yonezawa, T.; Kunitake, T. Coll. Surf. A 1999, 149, 193. https://doi.org/10.1016/S0927-7757(98)00309-4
  32. Daniel, M. C.; Astruc, D. Chem, Rev. 2004, 104, 293. https://doi.org/10.1021/cr030698+
  33. Kim. J. S.; Rieter, W. J.; Taylor, K. M. L.; An, H.; Lin, W. J. Am. Chem. Soc. 2007, 129, 8962. https://doi.org/10.1021/ja073062z
  34. Riester, W. J.; Kim, J. S.; Taylor, K. M. L.; An, H.; Lin, W; Tarrant, T. Angew. Chem. Int. Ed. 2007, 46, 3680. https://doi.org/10.1002/anie.200604738
  35. Alric, C.; Taleb, J.; Duc, G. L.; Mandon, C.; Bilotey, C.; Meur-Herland, A. L.; Brochard, T.; Vocanson, F.; Janier, M.; Perriat, P.; Roux, S.; Tilement, O. J. Am. Chem. Soc. 2008, 130, 5908. https://doi.org/10.1021/ja078176p

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