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

利用脂溶性硅基载体连续流动液相合成多肽

刘豪1,刘冬梅2,孙浩田1,夏超2,苏贤斌2   

  1. 1. 青岛科技大学化工学院, 青岛266042；
    2. 南京工业大学化工学院, 南京210009
  • 收稿日期:2024-01-15 修回日期:2024-03-13 网络首发:2024-03-20 发布日期:2024-03-20
  • 通讯作者: 苏贤斌 E-mail:davidsu@njtech.edu.cn
  • 基金资助:
    省部共建生态化工协同创新中心人才基金(批准号：1203042904001419)资助.

Continuous Flow Liquid-phase Peptide Synthesis Using Hydrophobic Silyl Tag

LIU Hao1, LIU Dongmei2, SUN Haotian1, XIA Chao2, SU Xianbin2   

  1. 1. College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China; 
    2. College of Chemical Engineering, Nanjing Tech University, Nanjing 210009, China
  • Received:2024-01-15 Revised:2024-03-13 Online First:2024-03-20 Published:2024-03-20
  • Contact: SU Xianbin E-mail:davidsu@njtech.edu.cn
  • Supported by:
    Supported by the Talents Fund of the Provincial and Provincial Cooperative Innovation Center for Ecological Chemical Industry (No. 1203042904001419).

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摘要： 本研究提出一种新型脂溶性硅基载体bis(4-((tert-butyldiphenylsilyl)oxy)phenyl)methanamine （BPPM）, 在微反应器中连续流动条件下快速液相合成多肽. 所设计的连续流动装置由偶联单元（微通道反应器）、脱保护单元（填充床反应器）和水洗单元（微通道混合器）组成. 在该过程中使用了绿色溶剂（乙酸乙酯代替N,N-二甲基甲酰胺）和Cbz保护氨基酸（清洁的脱保护代替哌啶脱Fmoc保护）. 以环境友好的方式合成了高纯度（>95%粗品）的维洛斯肽, 合成效率高（每偶联一个氨基酸<5 min）. 该研究的成果容易工业化放大生产, 为大规模绿色高效合成多肽提供了新方案.

关键词: 脂溶性硅基载体, 连续流动, 液相多肽合成

Abstract: A novel hydrophobic silyl tag bis(4-((tert-butyldiphenylsilyl)oxy)phenyl)methanamine (BPPM) was proposed for rapid liquid-phase peptide synthesis under continuous flow in a microreactor. The designed continuous flow device consists of a coupling unit (micro-channel reactor), a deprotection unit (packed-bed reactor) and a washing unit (micro-channel mixer). In this process, a green solvent (ethyl acetate instead of N,N-dimethylacetamide) and Cbz-protected amino acids (clean deprotection instead of piperidine Fmoc-deprotection) were used. Vialox peptide with high purity (>95% crude) was synthesized in an environmentally friendly way, with high synthesis efficiency (each amino acid per coupling <5min). The results of this work are easy to scale up and provide a new strategy for large-scale green and efficient synthesis of peptides.

Key words: Hydrophobic silyl tag, Continuous flow, Liquid-phase peptide synthesis

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