化学学报 ›› 2008, Vol. 66 ›› Issue (3): 349-354. 上一篇    下一篇

研究论文

Fc-Arg(NO2)-Gly-Asp(OMe)-OMe的合成及其与牛血清白蛋白的相互作用

王蓓,魏传晚,李霞,李春兰,刘又年*,王建秀*   

  1. (中南大学化学化工学院 长沙 410083)
  • 投稿日期:2007-06-22 修回日期:2007-08-19 发布日期:2008-02-14
  • 通讯作者: 刘又年

Synthesis of Fc-Arg(NO2)-Gly-Asp(OMe)-OMe and its Interaction with Bovine Serum Albumin

WANG Bei; WEI Chuan-Wan; LI Xia; LI Chun-Lan; LIU You-Nian*; WANG Jian-Xiu*   

  1. (College of Chemistry & Chemical Engineering, Central South University, Changsha 410083)
  • Received:2007-06-22 Revised:2007-08-19 Published:2008-02-14
  • Contact: LIU You-Nian

以二茂铁,Gly,Asp和BOC-Arg(NO2)-OH为原料,采用液相合成法,以HBTU及HOBt为缩合剂合成了二茂铁-肽化合物Fc-Arg(NO2)-Gly-Asp(OMe)-OMe(5),其收率为38.7%,并对化合物5进行了表征。采用电化学、紫外-可见吸收光谱及荧光光谱等研究了近生理条件下其与牛血清白蛋白(BSA)的相互作用,讨论了其对BSA构象的影响。实验结果表明化合物5与BSA间相互作用为静态猝灭过程,反应结合位点数为0.856,结合常数为1.75×103 L•mol-1,并依据能量转移理论确定了其与BSA相互作用的最近距离为2.14 nm。

关键词: 二茂铁-多肽, 牛血清白蛋白, 电化学, 紫外-可见吸收光谱, 荧光光谱

The ferrocene conjugate Fc-Arg(NO2)-Gly-Asp(OMe)-OMe (5) was synthesized from ferrocene, Gly,Asp and BOC-Arg(NO2)-OH by the method of solution synthesis with the yield of 38.7%. The compound 5 was characterized by 1H-NMR, IR and ESI-MS. Cyclic voltammetry, UV-visible absorption spectrum and fluorescence spectrum methods were used to investigate the interaction between compound 5 and bovine serum albumin (BSA). The interaction of BSA with compound 5 results in a conformational change of BSA. The experimental results indicated that the interaction involved a static quenching. The number of binding site n and equilibrium constant were 0.856 and 1.75×103 L•mol-1, respectively. Based on the energy tranfer theory, the binding distance between compound 5 and BSA was determinated to be 2.14 nm. Key words: ferrocene-peptide; bovine serum albumin; electrochemistry; UV-Visible absorption spectrum; fluorescence spectrum

Key words: ferrocene-peptide, bovine serum albumin, electrochemistry, UV-Visible absorption spectrum, fluorescence spectrum