Acta Phys. -Chim. Sin. ›› 2009, Vol. 25 ›› Issue (06): 1125-1130.doi: 10.3866/PKU.WHXB20090612

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Synthesis of Glutathionyl Ferrocene and Its Interaction with Bovine Serum Albumin

WANG Fang-Bin, PENG Yong, FAN Mei-Yi, LIU You-Nian, HUANG Ke-Long   

  1. College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
  • Received:2009-01-19 Revised:2009-02-24 Published:2009-06-05
  • Contact: LIU You-Nian, HUANG Ke-Long E-mail:liuyoun@mail.csu.edu.cn; klhuang@mail.csu.edu.cn

Abstract:

Glutathionyl ferrocene (GSH-Fc) was synthesized from glutathione and ferrocenyl amine using O-(benzotriazol-yl)-N,N,N',N'-tetramethyluronium(HBTU)/1-hydroxybenzotrizole (HOBT) as coupling agents in solution with a yield of 23.2%. The compound was characterized by 1H-NMR, IR and MS. Interactions of bovine serum albumin (BSA) with glutathionyl ferrocene were investigated by electrochemical methods. Experimental results revealed that there were specific interactions between BSA and GSH-Fc at the IIA subdomain. The binding constant and binding sites were obtained by linear sweep voltammetry and had values of 1.71×106 L·mol-1 and 1.30, respectively. Fluorescence spectroscopy methods were employed to investigate the interaction between GSH-Fc and BSA as well. Results showed that the fluorescence of BSA was quenched by GSH-Fc during a static quenching process. The binding constant and the number of binding sites were obtained and had values of 2.74×106 L·mol-1 and 1.57, respectively, which agreed well with results fromelectrochemical experiments.

Key words: Glutathionyl ferrocene, BSA, Interaction, Electrochemistry, Fluorescence spectroscopy