Synthesis of Hexapeptide by Liquid-Phase Fragments Coupling Strategy

doi:10.6023/cjoc201403043

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (10): 2156-2162.DOI: 10.6023/cjoc201403043 Previous Articles Next Articles

Notes

六胜肽片段的液相合成及组装研究

张腾^a,b, 宋卫^b, 韩彬^a, 刘林^b, 冯凌云^b, 赵金礼^b, 刘建利^a

a. 西北大学生命科学学院西部资源生物与现代生物技术省部共建教育部重点实验室西安 710069;
b. 西安华澳丽康活性蛋白与多肽工程中心西安 710054

收稿日期:2014-03-20 修回日期:2014-05-12 发布日期:2014-06-09
通讯作者: 刘建利 E-mail:jlliu@nwu.edu.cn
基金资助:
国家自然科学基金（Nos. 20872118，30070905）、陕西省重点实验室基金（Nos. 2010JS097，11JS090，12JS110）、陕西省教育厅基金（No. 08jk477）和西安市技术创新（No. CX13120）资助项目.

Synthesis of Hexapeptide by Liquid-Phase Fragments Coupling Strategy

Zhang Teng^a,b, Song Wei^b, Han Bin^a, Liu Lin^b, Feng Lingyun^b, Zhao Jinli^b, Liu Jianli^a

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:2014-03-20 Revised:2014-05-12 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)

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]. Chin. J. Org. Chem., 2014, 34(10): 2156-2162.

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六胜肽片段的液相合成及组装研究

Synthesis of Hexapeptide by Liquid-Phase Fragments Coupling Strategy

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