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手性联苯二甲酸分子裂缝对氨基酸衍生物的对映选择性识别
引用本文:黄志,叶英,曾碧涛,赵志刚.手性联苯二甲酸分子裂缝对氨基酸衍生物的对映选择性识别[J].西南民族学院学报(自然科学版),2009,35(2):305-308.
作者姓名:黄志  叶英  曾碧涛  赵志刚
作者单位:[1]广东省公安消防总队清远市支队,广东清远511515 [2]西南民族大学化学与环境保护工程学院,四川成都610041 [3]宜宾职业技术学院,四川宜宾644003
基金项目:四川省应用基础研究项目 
摘    要:用差紫外光谱滴定法考察了新型分子裂缝1-3对D/L.氨基酸甲酯的手性识别性能,测定了主客体间的结合常数(k)和自由能变化(△G°).结果表明,裂口分子主体对所考察的客体分子显示良好的手性识别作用,其对D-氨基酸甲酯的识别优于对L-氨基酸甲酯的识别,识别作用的主要推劫力为氢键,范德华力等的协同作用.讨论了主体与客体间形状、大小匹配和几何互补等因素,对形成超分子配合物的影响,并利用计算机分子模拟作为辅助手段对实验结果与现象进行了解释.

关 键 词:分子识别  联苯二甲酸  分子裂缝  差紫外光谱法

Enantioselective recognition of chiral diphenic acid-based molecular clefts for amino acid derivatives
HUANG Zhi,YE Ying,ZENG Bi-tao,ZHAO Zhi-gang.Enantioselective recognition of chiral diphenic acid-based molecular clefts for amino acid derivatives[J].Journal of Southwest Nationalities College(Natural Science Edition),2009,35(2):305-308.
Authors:HUANG Zhi  YE Ying  ZENG Bi-tao  ZHAO Zhi-gang
Institution:HUANG Zhi, YE Ying, ZENG Bi-tao, ZHAO Zhi-gang (1. Qingyuan Municipal Branch of Guang Dong Provincial Public Security Fire Brigade, Qingyuan 511515, P. R. C. ; 2. School of Chemistry and Environmental ProtectionEngineering, Southwest University for Nationalities, Chengdu 610041, P. R. C.; 3. Yibin Vocational and Technical College, Yibin 644003, P. R. C.)
Abstract:Enantioselective recognition properties of three new chiral molecular clefts for amino acid methyl esters are investigated by UV-vis spectra titration in CHCl3 at 25℃. The results indicate that molecular clefts not only recognize all amino acid methyl esters examined, but also possess higher selectivity for D-amino acid methyl esters. The drive forces come mainly from hydrogen bond and van tier Waals interaction. The recognition ability and selectivity are discussed from the viewpoint of the size/shape-fit and geometrical complementary relationship between the molecular tweezers and amino acid methyl esters.
Keywords:molecular recognition  diphenic acid  molecular cleft  Uv-vis spectral titration
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