二茂铁-肽Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe的合成和电化学性质

Synthesis and electrochemical properties of ferrocene-peptides Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe

以二茂铁二甲酸、甘氨酸、酪氨酸和精氨酸为原料,通过多步反应,合成新的二茂铁-肽衍生物Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe(7)(Fca代表二茂铁氨基酸)和Boc-HN-Fca-Gly-Gly-Tyr-Arg-OH(8),对寡聚肽的合成进行研究;对合成产物进行红外光谱和氢核磁共振谱表征,并运用循环伏安(CV)方法对产物的电化学性能进行研究。研究结果表明:产物(7)和(8)的产率分别为83.5%和80.2%;Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe的循环伏安扫描结果是氧化峰和还原峰电位分别为0.385V和0.346V,峰电位之差ΔEp为41 mV,峰电流密度之比Jpa/Jpc为1.055;对于Boc-HN-Fca-Gly-Gly-Tyr-Arg-OH,其氧化峰和还原峰电位分别为0.532V和0.453V,峰电位之差ΔEp为79mV,峰电流密度之比Jpa/Jpc为0.928。

A novel kind of peptide-derived ferrocene compound Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe （7） （Fca is ferrocene amino acid） and Boc-HN-Fca-Gly-Gly-Tyr-Arg-OH（8） were synthesized from ferrocene, glycine, tyrosine and arginine through several steps, The synthetic methods of the oligopeptides were emphasized. The compounds were characterized by IR and ^1H-NMR. Furthermore, cyclic voltammetry （CV） was used to investigate the electrochemical properties of the compounds. The results show that the yields of compounds （7） and （8） are 83.5% and 80.2%, respectively. The oxidation potential （Ea） and reduction potential （Ec） of Boc-HN-Fca-Gly-Gly-Tyr-Arg-OMe（7） are observed at 0.385 V and 0.346 V, respectively. The ratio of Jpa and Jpc is 1.055. For Boc-HN-Fca-Gly-Gly-Tyr- Arg-OH（8）, the oxidation potential （Ea） and reduction potential （Ec） are observed at 0.532 V and 0.453 V, respectively, The ratio of Jpa and Jpc for compound （8） is 0.928.