Lipase-catalyzed synthesis of RGD diamide in aqueous water-miscible organic solvents

Li Qiang Zhang, Yan Dong Zhang, Li Xu, Xiang Lu Li, Xue Cheng Yang, Guang Li Xu, Xiao Xia Wu, Hong Yin Gao, Wei Bin Du, Xue Tao Zhang, Xue Zhong Zhang

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

RGD tripeptide as the cellular adhesion factor was synthesized by a combination of chemical and enzymatic methods in this study. First of all, Gly-Asp diamide was synthesized by a novel chemical method in three steps including preparation of L-aspartic acid dimethyl ester, chloroacetylation of L-aspartic acid dimethyl ester and ammonolysis of chloroacetyl L-aspartic acid dimethyl ester. Secondly, Porcine Pancreas Lipase (PPL) was used to catalyze the synthesis of Benzyl-Arg-Gly-Asp diamide in water-organic cosolvents systems. The reaction condition was optimized by examining the main factors affecting the yield of the tripeptide. The optimal reaction condition was set up as pH7.7, 15°C in 50% DMF for 8 h with the maximum yield of 76.4%. It was also found that 50% DMSO was another alternative with the tripeptide yield of 71.7%.

Original languageEnglish (US)
Pages (from-to)129-135
Number of pages7
JournalEnzyme and Microbial Technology
Volume29
Issue number2-3
DOIs
StatePublished - Aug 7 2001
Externally publishedYes

Keywords

  • Lipase
  • Organic solvents
  • RGD tripeptide synthesis

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biochemistry
  • Applied Microbiology and Biotechnology

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