Aqueous solubilization of fullerenes using poly(amidoamine) dendrimers bearing cyclodextrin and poly(ethylene glycol)

Bioconjugate Chemistry

Volumn 19, Issue 11, 2008, Pages 2280-2284

  Kojima, Chie ^a   Toi, Yoko ^a   Harada, Atsushi ^a   Kono, Kenji ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEXTRINS; DENDRIMERS; ETHYLENE GLYCOL; GEL PERMEATION CHROMATOGRAPHY; MEDICAL APPLICATIONS; POLYETHYLENE GLYCOLS; POLYOLS; SOLUBILITY;

BIOLOGICAL APPLICATIONS; BIOMEDICAL APPLICATIONS; CHEMICAL AND PHYSICAL PROPERTIES; DIVERSE FIELDS; FULLERENE SOLUTION; GEL-PERMEATION CHROMATOGRAPHY; POLYAMIDOAMINE DENDRIMERS; POOR SOLUBILITIES; SOLUBILISATION; SYNTHESISED;

FULLERENES;

BETA CYCLODEXTRIN; BETA CYCLODEXTRIN POLYAMIDOAMINE CONJUGATE; BETA CYCLODEXTRIN POLYAMIDOAMINE POLY(ETHYLENEGLYCOL) CONJUGATE; DENDRIMER; FULLERENE DERIVATIVE; MACROGOL; POLY(ETHYLENEGLYCOL) POLYAMIDOAMINE BETA CYCLODEXTRIN CONJUGATE; POLY(ETHYLENEGLYCOL) POLYAMIDOAMINE CONJUGATE; POLYAMIDOAMINE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; BINDING AFFINITY; COMPLEX FORMATION; CONTROLLED STUDY; DRUG CONCENTRATION; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; GEL PERMEATION CHROMATOGRAPHY; INFRARED SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SOLUBILIZATION;

EID: 56749104665     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc8001503     Document Type: Article

References (24)

1. Jensen, A. W., Wilson, S. R., and Schuster, D. I. (1996) Biological applications of fullerenes. Bioorg. Med. Chem. 4, 767-779.
2. Bosi, S., Da Ros, T., Spalluto, G., and Prato, M. (2003) Fullerene derivatives: an attractive tool for biological applications. Eur. J. Med. Chem. 38, 913-923.
3. Nakamura, E., and Isobe, H. (2003) Functionalized fullerenes in water. The first 10 years of their chemistry, biology, and nanoscience. Acc. Chem. Res. 36, 807-815.
4. Jenekhe, S. A., and Chen, X. L. (1998) Self-assembled aggregates of rod-coil block copolymers and their solubilization and encapsulation of fullerenes. Science 279, 1903-1907.
5. 60 in water. J. Phys. Chem. 110, 68-74.
6. Terashima, M., and Nagao, S. (2007) Solubihzation of [60]fullerene in water by aquatic humic substances. Chem. Lett. 36, 302-303.
7. Sawada, H., Iidzuka, J.-I., Maekawa, T., Takahashi, R., Kawase, T., Oharu, K., Nakagawa, H., and Ohira, K. (2003) Solubilization of fullerene into water with fluoroalkyl end-capped amphiphilic oligomersnovel fluorescence properties. J. Colloid interface Sci. 263, 1-3.
8. Tomalia, D. A. (2005) Birth of a new macromolecular architecture: dendrimers as quantized building blocks for nanoscale synthetic polymer chemistry. Prog. Polym. Sci. 30, 294-324.
9. Lee, C. C., MacKay, J. A., Frechet, J. M. J., and Szoka, F. C. (2005) Designing dendrimers for biological applications. Nat. Biotechnol. 12, 1517-1526.
10. Gillies, E. R., and Frechet, J. M. J. (2005) Dendrimers and dendritic polymers in drug delivery. Drug Discovery Today 10, 35-43.
11. Boas, U., and Heegaad, P. M. H. (2004) Dendrimers in drug research. Chem. Soc. Rev. 33, 43-63.
12. Kojima, C., Kono, K., Maruyama, K., and Takagishi, T. (2000) Synthesis of polyamidoamine dendrimers having poly(ethylene glycol) grafts and their ability to encapsulate anticancer drugs. Bioconjugate Chem. 11, 910-917.
13. Kojima, C., Toi, Y., Harada, A., and Kono, K. (2007) Preparation of polyethylene glycol-attached dendrimers encapsulating photosensitizers for application to photodynamic therapy. Bioconjugate Chem. 18, 663-670.
14. 60 embedded in γ-cyclodextrin: a water-soluble fullerene. J. Chem. Soc., Chem. Commun. 1992, 604-606.
15. Murthy, C. N., and Geckeler, K. E. (2001) The water-soluble β-cyclodextrin-[60]fullerene complex. Chem. Commun. 2001, 1194-1195.
16. Arima, H., Kihara, F., Hirayama, F., and Uekama, K. (2001) Enhancement of gene expression by polyamidoamine dendrimer conjugates with α-, β-, and γ-cyclodextrins. Bioconjugate Chem. 12, 476-484.
17. Wada, K., Arima, H., Tsutsumi, T., Chihara, Y., Hattori, K., Hirayama, F., and Uekama, K. (2005) Improvement of gene delivery mediated by mannosylated dendrimer/α-cyclodextrin conjugates. J. Controlled Release 104, 397-413.
18. Harada, A., Okada, M., Li, J., and Kamachi, M. (1995) Preparation and characterization of inclusion complexes of poly(propylene) glycol with cyclodextrins. Macromolecules 28, 8406-8411.
19. Vizitiu, D., Walkinshaw, C. S., Gorin, B. I., and Thatcher, G. R. J. (1997) Synthesis of monofacially functionalized cyclodextrins bearing amino pendent groups. J. Org. Chem. 62, 8760-8766.
20. Udenfriend, S., Stein, S., Bohlen, P., Dairman, W., Leimgruber, W., and Weigele, M. (1972) Fluorescamine: a reagent for assay of amino acids, peptides, proteins, and primary amines in the picomole range. Science 178, 8714372.
21. Yuba, E., Kojima, C., Sakaguchi, N., Harada, A., Koiwai, K., and Kono, K. (2008) Gene delivery to dendritic cells mediated by complexes of lipoplexes and pH-sensitive fusogenic polymermodified liposomes. J. Controlled Release 130, 77-83.
22. Liu, Y., Yang, Y.-W., Chen, Y., and Zou, H.-X. (2005) Polyrotaxane with cyclodextrins as stoppers and its assembly behavior. Macromolecules 38, 5838-5840.
23. Rusa, C. C., and Tonelli, A. E. (2000) Separation of polymers by molecular weight thorough inclusion compound formation with urea and α-cyclodetrin hosts. Macromolecules 33, 1813-1818.
24. 13C NMR spectroscopy. Polymer 44, 2793-2798.