高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 232.

• Organic Synthesis Chemistry • 上一篇    下一篇

A New Method for the Synthesis of Oligo-peptides

Hegui Gong, Zhaolong Li, Hua Fu, Yufen Zhao   

  1. Bioorganic phosphorus Chemistry Lab., Department of Chemistry, Tsinghua Univesity Beijing 100084
  • 出版日期:1998-12-31 发布日期:1998-12-31

A New Method for the Synthesis of Oligo-peptides

Hegui Gong, Zhaolong Li, Hua Fu, Yufen Zhao   

  1. Bioorganic phosphorus Chemistry Lab., Department of Chemistry, Tsinghua Univesity Beijing 100084
  • Online:1998-12-31 Published:1998-12-31

PDF (PC)

摘要： It was discovered that polypeptides were formed by self-assembly of N,O-bis(trimethylsilyl)amino acids with the assistance of O-phenylene phosphorochloridate.[1] There were three steps involved in the self organization reactions, the activation of amino acid, the elongation of peptide chain and the termination of the chain reaction,among which the activation of amino acid -the formation of imino (alkyl)acetoxyphosphoranes was the key step. The formation process of the penta-coordinated phosphorus intermediates was showed in scheme 1.[2,3,4] Through further studies of the mechanism of self-assembly reaction, it was found that carbonyl groups of the intermediates attacked by the neuclophilic groups were direct reson of the formation of peptides. However, the peptides in the solution were very difficult to be separated and analyzed.

Abstract: It was discovered that polypeptides were formed by self-assembly of N,O-bis(trimethylsilyl)amino acids with the assistance of O-phenylene phosphorochloridate.[1] There were three steps involved in the self organization reactions, the activation of amino acid, the elongation of peptide chain and the termination of the chain reaction,among which the activation of amino acid -the formation of imino (alkyl)acetoxyphosphoranes was the key step. The formation process of the penta-coordinated phosphorus intermediates was showed in scheme 1.[2,3,4] Through further studies of the mechanism of self-assembly reaction, it was found that carbonyl groups of the intermediates attacked by the neuclophilic groups were direct reson of the formation of peptides. However, the peptides in the solution were very difficult to be separated and analyzed.

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