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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 10: 2156 - 2162

DOI: https://doi.org/10.6023/cjoc201403043

Notes

Synthesis of Hexapeptide by Liquid-Phase Fragments Coupling Strategy

  • Zhang Teng ,
  • Song Wei ,
  • Han Bin ,
  • Liu Lin ,
  • Feng Lingyun ,
  • Zhao Jinli ,
  • Liu Jianli
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  • a. Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, College of Life Science, Northwest University, Xi'an 710069;
    b. Active Protein & Polypeptide Engineering Center of Xi'an Hua Ao Li Kang, Xi'an 710054

Received date: 2014-03-20

  Revised date: 2014-05-12

  Online published: 2014-06-09

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20872118, 30070905), the Key Laboratory Fund of Shaanxi Province of China (Nos. 2010JS097, 11JS090, 12JS110), the Foundation of the Education Department of Shaanxi Province (No. 08jk477) and the Technology Innovation Fund of Xi'an City (No. CX13120)

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Abstract

The hexapeptide (Ac-EEMQRR-NH2) is a non-toxic cosmeceutical which can mimic the function of botulinum neurotoxins. This paper reports a solid-phase synthesis of hexapeptide by employing “A+B” fragments coupling strategy while fragment A [Ac-Glu(OtBu)-Glu(OtBu)-Met-OH] and B [H-Gln(Trt)-Arg-Arg-OH] were prepared by classical solution methods. The final product (coupling yield>65%, purity>98%) was obtained by cleavage cocktail treatment and HPLC purification. The influencing factors of coupling condition were discussed. In conclusion, this strategy is a relatively quickly, efficient and high yield method for the synthesis of hexapeptide by combining the advantages of solid phase and liquid phase synthesis.

Key words： hexapeptide; peptide fragments; synthesis

Cite this article

Zhang Teng , Song Wei , Han Bin , Liu Lin , Feng Lingyun , Zhao Jinli , Liu Jianli . Synthesis of Hexapeptide by Liquid-Phase Fragments Coupling Strategy[J]. Chinese Journal of Organic Chemistry, 2014 , 34(10) : 2156 -2162 . DOI: 10.6023/cjoc201403043

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