Synthesis and secondary conformations of homochiral β-oligopeptides containing aryl side chains

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• 作者：Yonghong Zhang ; Liangchun Li ; Weicheng Yuan…
• 关键词：α ; Amino acid ; α ; Oligopeptide ; Conformation
• 刊名：Chemical Research in Chinese Universities
• 出版年：2015
• 出版时间：June 2015
• 年：2015
• 卷：31
• 期：3
• 页码：381-387
• 全文大小：592 KB
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• 作者单位：Yonghong Zhang (1) (2)
  Liangchun Li (3)
  Weicheng Yuan (1)
  Xiaomei Zhang (1)
  
  1. Key Laboratory for Asymmetric Synthesis & Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, P. R. China
  2. University of Chinese Academy of Sciences, Beijing, 100049, P. R. China
  3. School of Life Science and Engineering, Southwest University of Science and Technology, Mianyang, 621010, P. R. China
  
• 刊物主题：Chemistry/Food Science, general; Analytical Chemistry; Inorganic Chemistry; Organic Chemistry; Physical Chemistry;
• 出版者：Springer Berlin Heidelberg
• ISSN：2210-3171

文摘

A series of novel homochiral α-oligopeptides bearing aryl side chains was designed and synthesized from (S)-α-phenyl-α-amino acid derivatives by solution-phase methods. By means of circular dichroism(CD), Fouriertransform infrared spectrometry(FTIR), powder X-ray diffraction analysis(XRD) and density functional theory(DFT) calculations, we suggest that dipeptide P-2 and tripeptide P-3 adopt random coil-like conformations, pentapeptide P-5 and hexapeptide P-6 adopt stable 12-helix conformations in both solution and solid-state. Meanwhile, tetrapeptide P-4 adopt random coil-like conformation in solution and adopt 12-helix conformation in solid state.