基于不同自由基清除系统的谷胱甘肽衍生肽的定量构效关系分析<a href="#fn1" title="作者宣称没有利益冲突。">† </a><a href="#fn2" title="提供电子补充信息（ESI）。参见DOI：10.1039 / c6md00006a">•</a>,RSC Medicinal Chemistry

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基于不同自由基清除系统的谷胱甘肽衍生肽的定量构效关系分析 † •
RSC Medicinal Chemistry ( IF 4.1 ) Pub Date : 2016-07-27 00:00:00 , DOI: 10.1039/c6md00006a
Wenzhen Liao _{1,

2,

3,

4,

5} , Longjian Gu _{1,

2,

3,

4,

5} , Yamei Zheng _{1,

2,

3,

4,

5} , Zisheng Zhu _{1,

2,

3,

4,

5} , Mouming Zhao _{1,

2,

3,

4,

5} , Ming Liang _{5,

6,

7,

8} , Jiaoyan Ren _{1,

2,

3,

4,

5}

Affiliation

在本研究中，11种谷胱甘肽衍生肽包括Glu-Cys-His，Pro-Leu-Gly，Pro-Cys-Gly，Phe-Lys-Leu，Leu-His-Gly，Lys-Leu-Glu，Lys-设计了Val-His，Tyr-Glu-Gly，Tyr-His-Leu，Gly-Glu-Leu和Gly-Pro-Glu。通过基于单电子转移（SET）反应的测定法（DPPH自由基清除能力和还原能力），基于氢原子转移（HAT）反应的测定法（亚油酸自氧化抑制活性，ORAC和TEAC）研究了这些肽的抗氧化活性）和清除羟基自由基的活性。通过定量构效关系（QSAR）模型分析了合成肽的化学结构与抗氧化活性之间的关系。结果表明，C末端附近的氨基酸比N末端具有更高的抗氧化活性，起着举足轻重的作用。此外，抗氧化剂测定方法中所使用的自由基类别和溶剂体系的差异可能会导致有关理化性质（疏水性，空间性质和电子性质）与抗氧化剂活性之间关系的不同结论。N末端具有高疏水性和空间性的氨基酸也有助于谷胱甘肽衍生肽的高抗氧化活性。抗氧化剂测定方法中自由基类别和溶剂体系的差异可能导致有关理化性质（疏水性，空间性质和电子性质）与抗氧化剂活性之间关系的不同结论。N末端具有高疏水性和空间性的氨基酸也有助于谷胱甘肽衍生肽的高抗氧化活性。抗氧化剂测定方法中自由基类别和溶剂体系的差异可能导致有关理化性质（疏水性，空间性质和电子性质）与抗氧化剂活性之间关系的不同结论。N末端具有高疏水性和空间性的氨基酸也有助于谷胱甘肽衍生肽的高抗氧化活性。

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Analysis of the quantitative structure–activity relationship of glutathione-derived peptides based on different free radical scavenging systems†‡

In the present study, eleven glutathione-derived peptides, including Glu-Cys-His, Pro-Leu-Gly, Pro-Cys-Gly, Phe-Lys-Leu, Leu-His-Gly, Lys-Leu-Glu, Lys-Val-His, Tyr-Glu-Gly, Tyr-His-Leu, Gly-Glu-Leu and Gly-Pro-Glu, were designed. The antioxidant activity of these peptides was investigated by single-electron-transfer (SET) reaction based assays (DPPH radical scavenging ability and reducing power), hydrogen-atom-transfer (HAT) reaction based assays (linoleic autoxidation inhibition activity, ORAC and TEAC) and hydroxyl radical scavenging activity assay. The relationship between the chemical structure and antioxidant activities of the synthetic peptides was analyzed by quantitative structure–activity relationship (QSAR) modeling. Results showed that the amino acids next to C-terminal regions played a much more pivotal role in having high antioxidant activity than those in N-terminal regions. Besides, the difference in free radical category as well as solvent system applied in the antioxidant assay methods could result in different conclusions on the relationship between physicochemical properties (hydrophobicity, steric property and electronic property) and antioxidant activity. The amino acid with high hydrophobic property and steric property in the N-terminal also contributed to the high antioxidant activity of the glutathione-derived peptides.

更新日期：2016-07-27

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