CJCU

Chem. J. Chinese Universities ›› 2006, Vol. 27 ›› Issue (2): 240.

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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

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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

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