Self-assembling DNA quadruplex conjugated to MRI contrast agents

Bioconjugate Chemistry

Volumn 20, Issue 2, 2009, Pages 205-208

  Cai, Jianfeng ^a,b   Shapiro, Erik M ^a,b   Hamilton, Andrew D ^a,b  

^a YALE UNIVERSITY   (United States)

^b YALE UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BLOOD VESSELS; DENDRIMERS; DNA; GADOLINIUM COMPOUNDS; MAGNETIC RESONANCE;

AGENT BASED; CONTRAST AGENT; DNA QUADRUPLEXES; DNA STRANDS; GADOLINIA; GADOLINIUM COMPLEXES; MRI CONTRAST AGENTS; RELAXIVITY; SELF-ASSEMBLING; TARGETED DELIVERY;

CHELATION;

1,4,7,10 TETRAAZACYCLODODECANE 1,4,7,10 TETRAACETIC ACID; CHELATE; CONTRAST MEDIUM; DENDRIMER; GADOLINIUM; GUANINE QUADRUPLEX; MONOMER; PENTETIC ACID; SELF ASSEMBLED MONOLAYER;

ARTICLE; BLOOD VESSEL; CONJUGATION; DNA STRAND; DRUG DELIVERY SYSTEM; DRUG DESIGN; NUCLEAR MAGNETIC RESONANCE IMAGING; NUCLEOTIDE SEQUENCE;

EID: 62549093918     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc8004182     Document Type: Article

References (29)

1. Shapiro, E. M., Sharer, K., Strtic, S., and Koretsky, A. P. (2006) In vivo detection of single cells by MRI. Magn. Reson. Med. 55, 242-249.
2. Mulder, W. J., Strijkers, G. J., van Tilborg, G. A., Griffioen, A. W., and Nicolay, K. (2006) Lipid-based nanoparticles for contrast-enhanced MRI and molecular imaging. NMR Biomed. 19, 142-164.
3. Tran, T. D., Caruthers, S. D., Hughes, M., Marsh, J. N., Cyrus, T., Winter, P. M., Neubauer, A. M., Wickline, S. A., and Lanza, G. M. (2007) Clinical applications of perfluorocarbon nanoparticles for molecular imaging and targeted therapeutics. Int. J. Nanomed. 2, 515-526.
4. Artemov, D. (2003) Molecular magnetic resonance imaging with targeted contrast agents. J. Cell Biochem. 90, 518-524.
5. Krishnan, A. S., Neves, A. A., de Backer, M. M., Hu, D. E., Davletov, B., Kettunen, M. I., and Brindle, K. M. (2008) Detection of cell death in tumors by using MR imaging and a gadolinium-based targeted contrast agent. Radiology 246, 854-862.
6. Artemov, D., Mori, N., Ravi, R., and Bhujwalla, Z. M. (2003) Magnetic resonance molecular imaging of the HER-2/neu receptor. Cancer Res. 63, 2723-2727.
7. Briley-Saebo, K. C., Mulder, W. J., Mani, V., Hyafil, F., Amirbekian, V., Aguinaldo, J. G., Fisher, E. A., and Fayad, Z. A. (2007) Magnetic resonance imaging of vulnerable atherosclerotic plaques: current imaging strategies and molecular imaging probes. J. Magn. Reson. Imaging 26, 460-479.
8. Artemov, D., Bhujwalla, Z. M., and Bulte, J. W. (2004) Magnetic resonance imaging of cell surface receptors using targeted contrast agents. Curr. Pharm. Biotechnol. 5, 485-494.
9. Muldoon, L. L., Sandor, M., Pinkston, K. E., and Neuwelt, E. A. (2005) Imaging, distribution, and toxicity of superparamagnetic iron oxide magnetic resonance nanoparticles in the rat brain and intracerebral tumor. Neurosurgery 57, 785-796.
10. Xie, J., Chen, K., Lee, H. Y., Xu, C., Hsu, A. R., Peng, S., Chen, X., and Sun, S. (2008) Ultrasmall c(RGDyK)-coated Fe3O4 nanoparticles and their specific targeting to integrin alpha(v)beta3-rich tumor cells. J. Am. Chem. Soc. 130, 7542-7543.
11. Karfeld, L. S., Bull, S. R., Davis, N. E., Meade, T. J., and Barron, A. E. (2007) Use of a genetically engineered protein for the design of a multivalent MRI contrast agent. Bioconjugate Chem. 18, 1697-1700.
12. Caravan, P., Ellison, J. J., McMurry, T. J., and Lauffer, R. B. (1999) Gadolinium(III) chelates as MRI contrast agents: structure, dynamics, and applications. Chem. Rev. 99, 2293-2352.
13. Langereis, S., de Lussanet, Q. G., van Genderen, M. H., Meijer, E. W., Beets-Tan, R. G., Griffioen, A. W., van Engelshoven, J. M., and Backes, W. H. (2006) Evaluation of Gd(III)DTPA-terminated poly(propylene imine) dendrimers as contrast agents for MR imaging. NMR Biomed. 19, 133-141.
14. Bull, S. R., Guler, M. O., Bras, R. E., Meade, T. J., and Stupp, S. I. (2005) Self-assembled peptide amphiphile nanofibers conjugated to MRI contrast agents. Nano Lett. 5, 1-4.
15. Gianolio, E., Longo, D., Longo, I., Menegotto, I., and Aime, S. (2007) Relaxometric and modelling studies of the binding of a lipophilic Gd-AAZTA complex to fatted and defatted human serum albumin. Chem.-Eur. J. 13, 5785-5797.
16. Yang, J. J., Yang, J., Wei, L., Zurkiya, O., Yang, W., Li, S., Zou, J., Zhou, Y., Maniccia, A. L. W., Mao, H., Zhao, F., Malchow, R., Zhao, S., Johnson, J., Hu, X., Krogstad, E., and Liu, Z.-R. (2008) Rational design of protein-based MRI contrast agents. J. Am. Chem. Soc. 130, 9260-9267.
17. Zhang, Z., Spiller, M., McMurry, T. J., Lauffer, R. B., and Caravan, P. (2005) Multilocus binding increases the relaxivity of protein-bound MRI contrast agents. Angew. Chem., Int. Ed. 44, 6766-6769.
18. 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, A. E., and Wilson, L. J. (2005) Superparamagnetic gadonanotubes are high-performance MRI contrast agents. Chem. Commun. 3915-3917.
19. Tagore, D. M., Sprinz, K. I., Fletcher, S., Jayawickramarajah, J., and Hamilton, A. D. (2007) Protein recognition and denaturation by self-assembling fragments on a DNA quadruplex scaffold. Angew. Chem., Int. Ed. Engl. 46, 223-225.
20. Jaakkola, L., Ylikoski, A., and Hovinen, J. (2007) Solid-phase oligonucleotide labeling with DOTA. In Current Protocols Nucleic Acid Chemistry Chapter 14, Unit 4.31, Wiley, USA.
21. Jayawickramarajah, J., Tagore, D. M., Tsou, L. K., and Hamilton, A. D. (2007) Allosteric control of self-assembly: modulating the formation of guanine quadruplexes through orthogonal aromatic interactions. Angew. Chem., Int. Ed. Engl. 46, 7583-7586.
22. Dapic, V., Abdomerovic, V., Marrington, R., Peberdy, J., Rodger, A., Trent, J. O., and Bates, P. J. (2003) Biophysical and biological properties of quadruplex oligodeoxyribonucleotides. Nucleic Acids Res. 31, 2097-2107.
23. Balagurumooithy, P., and Brahmachari, S. K. (1994) Structure and stability of human telomeric sequence. J. Biol. Chem. 269, 21858-21869.
24. Balagurumoorthy, P., Brahmachari, S. K., Mohanty, D., Bansal, M., and Sasisekharan, V. (1992) Hairpin and parallel quartet structures for telomeric sequences. Nucleic Acids Res. 20, 4061-4067.
25. Caravan, P., Ellison, J. J., McMurry, T. J., and Lauffer, R. B. (1999) Gadolinium(III) chelates as MRI contrast agents: structure, dynamics, and applications. Chem. Rev. 99, 2293-2352.
26. Kobayashi, H., and Brechbiel, M. W. (2004) Dendrimer-based nanosized MRI contrast agents. Curr. Pharm. Biotechnol. 5, 539-549.
27. Aime, S., Frullano, L., and Crich, S. G. (2002) Compartmentalization of a gadolinium complex in the apoferritin cavity: a route to obtain high relaxivity contrast agents for magnetic resonance imaging. Angew. Chem., Int. Ed. 41, 1017-1019.
28. Allen, M., Bulte, J. W., Liepold, L., Basu, G., Zywicke, H. A., Frank, J. A., Young, M., and Douglas, T. (2005) Paramagnetic viral nanoparticles as potential high-relaxivity magnetic resonance contrast agents. Magn. Reson. Med. 54, 807-812.
29. Sprinz, K. I., Tagore, D. M., and Hamilton, A. D. (2005) Self-assembly of bivalent protein-binding agents based on oligonucleotide-linked organic fragments. Bioorg. Med. Chem. Lett. 15, 3908-3911.