高等学校化学学报

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合成昆布氨酸的简单方法

李群, 彭衍磊, 李顺心   

  1. 青岛大学化学化工与环境学院应用化学系, 青岛 266071
  • 收稿日期:2006-11-20 修回日期:1900-01-01 出版日期:2007-08-10 发布日期:2007-08-10
  • 通讯作者: 李群

Simple Method for Synthesizing Laminine

LI Qun*, PENG Yan-Lei, LI Shun-Xin   

  1. Department of Applied Chemistry, College of Chemistry and Chemical Engineering and Environment, Qingdao University of China, Qingdao 266071, China
  • Received:2006-11-20 Revised:1900-01-01 Online:2007-08-10 Published:2007-08-10
  • Contact: LI Qun

摘要: 结合当今绿色化学的要求, 采取清洁化的原料与工艺, 利用氨基酸能与氢氧化锌反应生成螯合物的性质, 使Zn2+离子与化合物1α-氨基、羧基中的氧形成稳定的螯合物, 从而达到保护α-氨基及游离ε-氨基的目的, 再与甲基化试剂作用, 使ε-氨基完全烃基化, 生成三甲基季铵离子, 最后再除去Zn2+离子, 即可制备产率和纯度都较高的白色针状晶体4.

关键词: L-赖氨酸, 昆布氨酸, 仿生合成法, 绿色化学

Abstract: Laminine(4) is a kind of non-protein amino acids in the kelp, which can prevent and cure hypertension. Because of its trace amount in the nature, it was always prepared by using bio-mimetic synthesis methods. And none or few of the synthetic methods of compound 4 were reported so far. In this article, with lysine(1) as the starting material, compound 4 was prepared with bio-mimetic synthesis method, with a yield of 37.6% and a purity of 97.2%. The structure of compound 4 was determined via HPLC, IR, MS, 1H NMR, 13C NMR and element analysis, and some of its physical and chemical properties were also studied. The results show that compound 4 is white crystalloid and has no smell, the quasi-molecular ion peak of compound 4 is m/z 207.1, and chemical shift δ 3.63(s, 9H), the features at 2945, 2863 and 1480 cm-1 in IR spectrum all show that ε-amino group of compound 4 is fully alkylated. This method could get pure laminine with simple operations, and it could be considered as a green technology with great industrial profits and notable ecological values.

Key words: L-Lysine, Laminine, Bio-mimetic synthesis method, Green chemistry

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