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多巯基功能性保护氨基酸的合成

杨颖, 王超*   

  1. 北京大学医学部 药学院 药物化学系, 北京 100191
  • 收稿日期:2010-11-07 修回日期:2011-01-05 出版日期:2011-03-15 发布日期:2011-03-15
  • 通讯作者: 王超*

Synthesis of functional amino acids bearing 1,3-dithiane modification

Ying Yang, Chao Wang*   

  1. Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2010-11-07 Revised:2011-01-05 Online:2011-03-15 Published:2011-03-15
  • Contact: Chao Wang*

摘要:

本文通过直接还原N-烷基化的反应将1,3-二噻烷衍生物导入赖氨酸侧链, 合成了两个保护的氨基酸络合剂Nα-Fmoc-Nε, Nε-di((2,2-dimethyl-1, 3-dithian-5-yl)methyl)-L-lysine (7) 及Nα-Fmoc-Nε-(2,2-dimethyl-1,3-dithian-5-yl)methyl, Nε-Boc-L-lysine (9)。此保护氨基酸将在多肽化学应用中发挥作用。

关键词: 氨基酸络合剂, 1,3-二噻烷衍生物, 还原N-烷基化反应

Abstract:

Two protected single amino acid chelates, Nα-Fmoc-Nε, Nε-di((2,2-dimethyl-1, 3-dithian-5-yl)methyl)-L-lysine (7) and Nα-Fmoc-Nε-(2,2-dimethyl-1,3-dithian-5-yl)methyl, Nε-Boc-L-lysine (9), were synthesized by modifying the side chain of lysine with 1,3-dithiane through direct reductive N-alkylation protocol. These amino acids have potential uses in peptide chemistry.

Key words: Amino acid chelate, 1,3-Dithiane, Reductive N-alkylation

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*Corresponding author. Tel.: 86-10-82805049