Citation: LIU Xiao-Fang, LI Xue-Qiang, YE Wu-Long, ZHOU Bin-Bin, LIU You-Nian. Synthesis of Ferrocenoyl-Labeled Tripeptide Fc-Gly-Pro-Arg(NO₂)-OMe and Its Interaction with Cu(II)[J]. Acta Physico-Chimica Sinica, ;2010, 26(09): 2381-2386. doi: 10.3866/PKU.WHXB20100827 shu

Synthesis of Ferrocenoyl-Labeled Tripeptide Fc-Gly-Pro-Arg(NO₂)-OMe and Its Interaction with Cu(II)

1.
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China

Received Date: 9 March 2010
Available Online: 25 June 2010
Fund Project: 国家自然科学基金(20876179)资助项目 (20876179)

N-ferrocenoyl-labeled tripeptide Fc-Gly-Pro-Arg(NO₂)-OMe(Fc-GPR) was synthesized from ferrocene-carboxylic acid, glycine (H-Gly-OMe), proline (Boc-Pro-OH) and arginine (H-Arg(NO₂)-OMe) by solution synthesis with a yield of 48.1%. The synthesized Fc-GPR was characterized by infrared spectroscopy (IR), proton nuclear magnetic resonance spectroscopy (¹H-NMR) and electrospray ionization mass spectroscopy (ESI-MS). The electrochemical behavior of Fc-GPR was investigated using electrochemical methods. We observed a pair of well-defined voltammetric peaks with cathodic E_pc and anodic peak potentials E_pa, at 0.552 and 0.624 V (vs Ag/AgCl), respectively. The ratio of oxidative to reductive peak current is 1.13 and the peak currents were found to be proportional to the square root of the scan rates suggesting that Fc-GPRunder es a reversible electron transfer reaction. The molar ratio of Fc-GPR to Cu(II) was found to be 2:1 by the molar ratio method. Furthermore, the electrode reaction of Fc-GPR with Cu(II) is an electrochemical-chemical-electrochemical (ECE) process.
- Ferrocene-peptide,
- Solution synthesis,
- Gly-Pro-Arg,
- Electrochemical-chemical-electrochemical process,
- Cu(II)
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沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis of Ferrocenoyl-Labeled Tripeptide Fc-Gly-Pro-Arg(NO2)-OMe and Its Interaction with Cu(II)

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通讯作者: 陈斌, bchen63@163.com

Synthesis of Ferrocenoyl-Labeled Tripeptide Fc-Gly-Pro-Arg(NO₂)-OMe and Its Interaction with Cu(II)