高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

含两对二硫键多肽化合物的高效简便合成

张滨1,2，代先东1，孟凡华1，李玉龙2，吕子睿1   

  1. 1. 核生化灾害防护化学全国重点实验室 2. 四川轻化工大学化学与环境工程学院

  • 收稿日期:2025-08-25 修回日期:2025-10-10 网络首发:2025-10-15 发布日期:2025-10-15
  • 通讯作者: 吕子睿 E-mail:lvzirui@sklnbcpc.cn
  • 基金资助:
    国家自然科学基金面上项目(批准号：22373056)和四川轻化工大学652科研创新研究团队项目(批准号：SUSE652A014)资助

Efficient and simple synthesis of polypeptide compounds containing two pairs of disulfide bonds

ZHANG Bin1,2, DAI Xiandong1, MENG Fanhua1, LI Yulong2, LV Zirui1   

  1. 1. State Key Laboratory of Chemistry for NBS Hazards Protection 2. Sichuan University of Science & Engineering，College of Chemical and Environmental Engineering

  • Received:2025-08-25 Revised:2025-10-10 Online First:2025-10-15 Published:2025-10-15
  • Contact: Zi-Rui LV E-mail:lvzirui@sklnbcpc.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China (No. 22373056) and the Scientific Research and Innovation Team Program of Sichuan University of Science and Engineering (No. SUSE652A014)

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摘要： 以三苯甲基（Trt）和乙酰氨甲基（Acm）作为半胱氨酸巯基侧链的保护基团，分别采用H2O2和I2作为氧化剂或脱保护试剂，通过优化反应条件，实现了“一锅”分步精准合成含有两对二硫键的多肽化合物。该反应策略在中间步骤无需提纯，操作简便且反应速度较快，两对二硫键的构建可在20分钟内完成。研究结果表明，该反应策略具有广泛的底物适用性。我们利用该策略成功制备了一系列具有生物活性的多肽化合物，包括含有色氨酸和甲硫氨酸的多肽，并均获得了较高的总产率。

关键词: 二硫键, 一锅法, 精准, 高效, 合成

Abstract: Using triphenylmethyl (Trt) and acetaminomethyl (Acm) as the protective groups of the cysteine thiol side chain, and H2O2 and I2 as oxidants respectively, through the optimization of reaction conditions, the "one-pot" step-by-step precise synthesis of polypeptide compounds containing two pairs of disulfide bonds was achieved. This reaction strategy does not require purification of the intermediate products, is easy to operate, and has a fast reaction rate. The two pairs of disulfide bonds in the polypeptide were completely constructed within 20 minutes. The research results show that this reaction strategy has wide substrate applicability. A series of biologically active peptide compounds, including those containing tryptophan and methionine, were obtained by adopting this strategy with high overall yields.

Key words: Disulfide bond, One-pot method, Precision, Efficient, Synthesis

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