高等学校化学学报 ›› 2006, Vol. 27 ›› Issue (2): 240.

• 研究论文 • 上一篇    下一篇

细胞粘附位点RGD前体二肽的化学合成与酯化

王华1,2,  赵密锋1,  李刚3,  黄宜兵1,  侯瑞珍1,  曾宏彬1,  徐力1,  张学忠1   

  1. 1. 吉林大学分子酶学工程教育部重点实验室,  长春 130021;
     2. 吉林大学中日联宜医院,  长春 130033;3. 吉林省产品质量监督检验院,  长春 130022
  • 收稿日期:2005-04-08 出版日期:2006-02-10 发布日期:2006-02-10
  • 通讯作者: 张学忠(1942年出生),男,教授,博士生导师,从事生物化学与分子酶学工程研究. E-mail: zhangxz@mail.jlu.edu.cn
  • 基金资助:

    国家中医药管理局科学技术研究基金(批准号: 2004ZDZX003)资助.

Chemical Synthesis and Esterification of a Precursor Dipeptide of RGD as a Site for Cell Adhesion

WANG Hua 1,2,  ZHAO Mi-Feng1,  LI Gang3,  HUANG Yi-Bing 1,  HOU Rui-Zhen1,
ZENG Hong-Bin1,  XU Li1,  ZHANG Xue-Zhong1   

  1. 1.  Key Laboratory of Molecular Enzymology and Engineering of Ministry of Education,  Jilin University, 
    Changchun  130021,  China; 2.  China\|Japan Union Hospital of Jilin University,  Changchun  130031,  China;
    3.  Jilin Province Product Quality Supervision Testing Institute,  Changchun  130022,  China
  • Received:2005-04-08 Online:2006-02-10 Published:2006-02-10
  • Contact: Zhang-Xue-Zhong,E-mail:zhangxz@mail.jlu.edu.cn

摘要:

摘要利用一种新颖的化学法合成了细胞粘附位点RGD前体二肽GD(Gly-Asp). 并利用ROH-HCl法进一步完成了GD二肽乙酯化和甲酯化. 考察了GD二肽对乙醇/甲醇的摩尔比,  反应温度和反应时间对酯化收率的影响, 使GD二肽酯化的条件得到了优化, GD二肽对乙醇/甲醇的摩尔比为1∶40,  反应温度30℃,  反应时间1~2.5 h,   最大收率为80%~85%. 利用质谱分析法确证了两种GD二肽酯为Gly-Asp-(OEt)2 和Gly-Asp-(OMe)2.

关键词: 关键词RGD; GD二肽合成; GD二肽酯化

Abstract:

Abstract A precursor dipeptide of RGD as a site for cell adhesion,  GD(Gly-Asp),  was synthesized by a novel chemical method in two steps including chloroacetylation of L-aspartic acid and ammonolysis of chloroacetylated L-aspartic acid.  GD dipeptide ethyl ester and methyl ester were synthesized by ROH-HCl method.  The condition of the  esterification was optimized by examining the effects of some key factors, such as the molar ratio of GD to ethanol/methanol,  reaction temperature and reaction time,  on the yields of GD esters.  The optimal esterification condition for the two GD esters was established being the molar ratio of GD dipeptide to ethanol/methanol(1∶40),  30 ℃,  for 1—2.5 h, under which  the maximum yield of 80%—85% was obtained.  The two GD esters were confirmed as Gly-Asp-(OEt)2 and Gly-Asp-(OMe)2 by mass spectrographic analysis.

Key words: KeywordsRGD; GD dipeptide synthesis; GD dipeptide esterification

中图分类号: 

TrendMD: