高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (7): 1095.

• 论文 • 上一篇    下一篇

甲基取代的甲酸态的四氢叶酸辅酶模型的合成及其取代碳单元转移反应

赵炳筠1, 夏炽中2, 程津培1   

  1. 1. 南开大学化学系, 天津, 300071;
    2. 山西大学化学系, 太原, 030006
  • 收稿日期:1997-06-26 出版日期:1998-07-24 发布日期:1998-07-24
  • 通讯作者: 夏炽中
  • 作者简介:赵炳筠,男,28岁,博士研究生.
  • 基金资助:

    国家自然科学基金(批准号:2947205)资助课题.

Synthesis and Carbon Unit Transfer Reactions of Methyl Substituted N5, N10-Methenyl-tetrahydrofolate Coenzymes

ZHAO Bing-Jun1, XIA Chi-Zhong2, CHENG Jin-Pei1   

  1. 1. Department of Chemistry, Nankai University, Tianjin, 300071;
    2. Department of Chemistry, Shanxi University, Taiyuan, 030006
  • Received:1997-06-26 Online:1998-07-24 Published:1998-07-24

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被引次数

5

摘要： 以乙二胺和乙酰胺为原料,经4步反应合成了碘化1,2-二甲基-3-间(或对)-硝基苯磺酰基咪唑啉(2a,2b),以2a和2b作为甲基取代的甲酸态四氢叶酸辅酶模型,同单亲核中心的氮亲核体(对甲苯胺,对甲氧基苯胺等)和碳亲核体(丙二腈)反应得到次乙基单元(CH3-C>)转移的中间体产物;与双亲核中心的亲核体(邻苯二胺,邻氨基酚)反应得到次乙基单元完全转移的产物。

关键词: 四氢叶酸, 辅酶模型, -碳单元, 咪唑啉盐

Abstract: Acetamide reacts with 1,2-diaminoethane to yield diacyl ethylenediamine, and the consecutive reaction with magnesium and m(or p)-nitrophenylsulfonyl chloride and methyl iodide gives 1,2-dimethyl-3-m (or p)-nitrophenylsulfonyl imidazolinium salts that serve as the models of N5,N10- C+R-tetrahydrofolate(THF) coenzymes(2a, 2b). The latter salts with monofunctional nitrogen nucleophiles(p-methyl aniline, p-methoxy aniline and so on) and carbon nucleophiles(malononitrile) give the intermediate of ethylidyne transfer reaction. Bifunctional nucleophiles (1,2-diaminobenzene, 2-aminophenol) react with 2a and 2b to yield ethylidyne transfer products.

Key words: Tetrahydrofolate, Coenzyme models, One carbon unit, Imidazolinium salt

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