ACE-Inhibitory Activity and Structural Properties of Peptide Asp-Lys-Ile-His-Pro [-CN f(47-51)]. Study of the Peptide
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- 作者：José ; A. Gó ; mez-Ruiz ; Isidra Recio ; and Josefina Belloque
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2004
- 出版时间：October 6, 2004
- 年：2004
- 卷：52
- 期：20
- 页码：6315 - 6319
- 全文大小：96K
- 年卷期：v.52,no.20(October 6, 2004)
- ISSN：1520-5118
文摘
Some of the most potent ACE-inhibitory peptides described in food have a proline at the end of theirsequence, a characteristic that can cause problems in the synthesis procedures. In this work, westudied two different preparations of peptide Asp-Lys-Ile-His-Pro (DKIHP), which were obtained bytwo different synthetic procedures (Boc and Fmoc). The peptide synthesized by the Boc methodyielded a unique conformer, containing trans-Pro, and significant ACE-inhibitory activity (IC50 = 113.18
M). The chromatographic and NMR data of this active conformer are reported. The peptidesynthesized by Fmoc chemistry yielded three conformers, two of them containing trans-Pro and athird one containing cis-Pro, and showed a lower activity (IC50 = 577.92 M). This was attributed tothe presence of conformers with less (or none) activity. We have pointed out the importance ofperforming structural studies on these type of peptides before testing their ACE-inhibitory activity.Keywords: ACE-inhibitory peptides; NMR; structure; proline; synthesis
M). The chromatographic and NMR data of this active conformer are reported. The peptidesynthesized by Fmoc chemistry yielded three conformers, two of them containing trans-Pro and athird one containing cis-Pro, and showed a lower activity (IC50 = 577.92 M). This was attributed tothe presence of conformers with less (or none) activity. We have pointed out the importance ofperforming structural studies on these type of peptides before testing their ACE-inhibitory activity.Keywords: ACE-inhibitory peptides; NMR; structure; proline; synthesis