Acta Phys. -Chim. Sin. ›› 2010, Vol. 26 ›› Issue (02): 495-501.doi: 10.3866/PKU.WHXB20100238

• BIOPHYSICAL CHEMISTRY • Previous Articles     Next Articles

Biological Activity of a Cholesterol Modified Fullerene/γ-Cyclodextrin Inclusion Complex

GAO Yun-Yan, LIU Li-Hua, OU Zhi-Ze, LI Yi, YANG Guo-Qiang, WANG Xue-Song   

  1. Department of Applied Chemistry, School of Science, Northwestern Polytechnical University, Xi'an 710072, P. R. China; Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China; Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. China
  • Received:2009-08-28 Revised:2009-11-12 Published:2010-01-26
  • Contact: GAO Yun-Yan, OU Zhi-Ze E-mail:gaoyunyan@nwpu.edu.cn; ouzhize@nwpu.edu.cn

Abstract:

A cholesterol modified fullerene (CHL-C60) was synthesized using the Bingel-Hirsch reaction and was characterized by nuclear magnetic resonance (NMR), mass spectra (MS), elemental analysis (EA). Results of UV-Vis spectrumand fluorescence spectrumindicate that CHL-C60 forms an inclusion complex with γ-cyclodextrin (γ-CD) due to the strong interaction between γ-cyclodextrin and the steroid ring. The water solubility of CHL-C60 is enhanced significantly. CHL-C60 can dissociate from cyclodextrin and subsequently bind to human serum albumin (HSA) and bovine serum albumin (BSA) with association constants of 5.73×104 and 7.05×104 L·moL-1, respectively. The efficiency of desoxyribonucleic acid (DNA) photocleavage for CHL-C60/γ-CD is as high as 60.5% under anaerobic conditions, which is caused by photoinduced electron transfer frompBR322 plasmid DNA to CHL-C60.

Key words: Fullerene, Cyclodextrin inclusion complex, Serumalbumin, DNA cleavage

MSC2000: 

  • O641