Structure, photophysical property, and cytotoxicity of human serum albumin complexed with tris(dicarboxymethylene)[60]fullerene

Bioconjugate Chemistry

Volumn 19, Issue 8, 2008, Pages 1556-1560

  Qu, Xue ^a   Komatsu, Teruyuki ^a,b   Sato, Takaaki ^a   Glatter, Otto ^c   Horinouchi, Hirohisa ^d   Kobayashi, Koichi ^d   Tsuchida, Eishun ^a  

^a WASEDA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c UNIVERSITY OF GRAZ   (Austria)

^d KEIO UNIVERSITY SCHOOL OF MEDICINE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 [4 (2 HDYROXYETHOXY)PHENYL] 1,3 DIOXOLO 4A,5A[60]FULLERENE; HUMAN SERUM ALBUMIN; OXYGEN; PHOTOSENSITIZING AGENT; PROTOPORPHYRIN; ROSE BENGAL; SINGLET OXYGEN; TRIS(2 CARBOXYMETHYLENE)[60]FULLERENE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL DEATH; CHROMATOPHORE; COMPLEX FORMATION; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG STRUCTURE; ENERGY TRANSFER; HYDROPHOBICITY; ISOMER; LASER; LIGHT; LIGHT IRRADIANCE; MOLECULAR DYNAMICS; NONHUMAN; PHOTODYNAMICS; PHOTOLYSIS; PHOTOSTIMULATION; PHYSICAL CHEMISTRY; QUANTUM YIELD; RAT; SURFACE CHARGE; X RAY CRYSTALLOGRAPHY;

EID: 50249122634     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc800207j     Document Type: Article

References (32)

1. Dougherty, T. J., Gomer, C. J., Henderson, B. W., Jori, G., Kessel, D., Korbelik, M., Moan, J., and Peng, Q. (1998) Photodynamic therapy. J. Natl. Cancer Inst. 90, 889-905.
2. Sharman, W. M., Allen, C. M., and Lier, J. E. (1999) Photodynamic therapeutics: basic principles and clinical applications. Drug Discovery Today 4, 507-517.
3. Sternberg, E. D., Dolphin, D., and Bruckner, C. (1998) Porphyrin-based photosensitizers for use in photodynamic therapy. Tetrahedron 54, 4151-4202.
4. Dougherty, T. J. (1987) Studies on the structure of porphyrins contained in Photofrin-II. Photochem. Photobiol. 46, 569-573.
5. Aveline, B., Hasen, T., and Redmond, R. W. (1994) Photophysical and photosensitizing properties of benzoporphyrin derivative monoacid ring A (BPD-MA). Photochem. Photobiol. 59, 328-335.
6. Kato, H., Furukawa, K., Sato, M., Okunaka, T., Kusunoki, Y., Kawahara, M., Fukuoka, M., Miyazawa, T., Yana, T., Matsui, K., Shiraishi, T., and Horinouchi, H. (2003) Phase II clinical study of photodynamic therapy using mono-L-aspartyl chlorine e6 and diode laser for early superficial squamous cell carcinoma of the lung. Lung Cancer 42, 103-111.
7. Kennedy, J. C., Pottier, R. H., and Pross, D. C. (1990) Photodynamic therapy with endogeneous protoporphyrin IX: basic principles and present clinical experience. J. Photochem. Photobiol. B 6, 143-148.
8. Lopez, R. F. V., Lange, N., Guy, R., and Bentley, M. V. L. B. (2004) Photodynamic therapy of skin cancer: controlled drug delivery of 5-ALA and its esters. Drug Delivery Rev. 56, 77-94.
9. Peng, Q., Warloe, T., Berg, K., Moan, J., Kongshaug, M., Giercksky, K. E., and Nesland, J. M. (1997) 5-Aminolevulic acid-based photodynamic therapy -clinical research and future challenges. Cancer 79, 2282-2308.
10. 60. J. Phys. Chem. 95, 11-12.
11. 60 fullerene derivatives. Acc. Chem. Res. 33, 695-703.
12. Nakamura, E., and Isobe, H. (2003) Functionalized fullerene in water. The first 10 years of their chemistry, biology, and nanooscience. Acc. Chem. Res. 36, 807-815.
13. 60 embedded in γ-cyclodextrin: a water-soluble fullerene. Chem. Commun. 604-606.
14. 60 with γ-cyclodextrin. Angew. Chem., Int. Ed. 33, 1597-1599.
15. 60 encapsulated in a water-soluble calixarene. Chem. Lett. 78-79.
16. 60. J. Chem. Soc., Perkin Trans. 2, 191-196.
17. Kragh-Hansen, U. (1981) Molecular aspects of ligand binding to serum albumin. Pharmacol. Rev. 33, 17-53.
18. Peters, T. (1996) All about albumin: biochemistry, genetics and medical applications, Academic Press Inc., San Diego.
19. Dugan, L. L., Turetsky, D. M., Du, C., Lobner, D., Wheeler, M., Almli, C. R., Shen, C. K.-F., Luh, T.-Y., Choi, D. W., and Lin, T.-S. (1997) Carboxyfullerenes as neuroprotective agents. Proc. Natl. Acad. Sci. U.S.A. 94, 9434-9439.
20. 60]fullerene complex. Bioconjugate Chem. 17, 378-386.
21. 2 and CO binding properties of artificial hemoproteins formed by complexing iron protoporphyrin IX with human serum albumin. J. Am. Chem. Soc. 127, 15933-15942.
22. (b) Komatsu, T., Wang, R.-M., Zunszain, P. A., Curry, S., and Tsuchida, E. (2006) Photosensitized reduction of water to hydrogen using human serum albumin complexed with zinc-protoporphyrin IX. J. Am. Chem. Soc. 128, 16297-16301.
23. 2-adduct complex. Bioconjugate Chem. 13, 397-402.
24. Evenson, M. A., and Deutsch, H. F. (1978) Influence of fatty acids on the isoelectric point properties of human serum albumin. Clin. Chim. Acta 89, 341-354.
25. Fritz, G., Bergmann, A., and Glatter, O. (2000) Evaluation of small-angle scattering data of charged particles using the generalized indirect Fourier transformation technique. J. Chem. Phys. 113, 9733-9740.
26. Anderson, J. L., An, Y.-Z., Rubin, Y., and Foote, C. S. (1994) Photophysical characterization and singlet oxygen yield of a dihydrofullerene. J. Am. Chem. Soc. 116, 9763-9764.
27. Kubát, P., Zelinger, Z., and Jirsa, M. (1997) The effect of the irradiation wavelength on the processes sensitized by protoporphyrin IX dimethyl ester. Radial Res. 148, 382-385.
28. Wilkinson, F., Helman, W. P., and Rossa, A. B. (1993) Quantum yields for the photosensitized formation of the lowest electronically excited singlet-state of molecular-oxygen in solution. J. Phys. Chem. Ref. Data 22, 113-262.
29. Hamano, T., Okuda, K., Mashino, T., Hirobe, M., Arakane, K., Ryu, A., Mashiko, S., and Nagano, T. (1997) Singlet oxygen production from fullerene derivatives: effect of sequential functionahzation of the fullerene core. Chem. Commun. 21-22.
30. Prat, F., Stackow, R., Bernstein, R., Qian, W., Rubin, Y., and Foote, C. S. (1999) Triplet-state properties and singlet oxygen generation in a homologous series of functionalized fullerene derivatives. J. Phys. Chem. A 103, 7230-7235.
31. Tanielian, C., Wolff, C., and Esch, M. (1996) Singlet oxygen production in water: aggregation and charge-transfer effects. J. Phys. Chem. 100, 6555-6560.
32. Kobayashi, K. (2006) Summary of recombinant human serum albumin development. Biologicals 34, 55-59.