高等学校化学学报 ›› 2013, Vol. 34 ›› Issue (1): 198.doi: 10.7503/cjcu20120492

• 高分子化学 • 上一篇    下一篇

色氨酸与功能单体自组装体系的分子间非共价相互作用

林美娜1,2, 张卫英1, 李晓1, 英晓光1, 陈双双1   

  1. 1. 福州大学化学化工学院, 福州 350108;
    2. 宁德新能源科技有限公司, 宁德 352100
  • 收稿日期:2012-05-05 发布日期:2012-12-31
  • 通讯作者: 李晓,男,博士,教授,博士生导师,主要从事分子识别功能高分子及环境友好材料研究.E-mail:Lxzwy@fzu.edu.cn E-mail:Lxzwy@fzu.edu.cn
  • 基金资助:

    福建省高等学校新世纪优秀人才支持计划(批准号: HX2006-102); 科技部国际合作重点项目(批准号: 2009DFA61680)和福建省自然科学基金(批准号: 2010J01037)资助.

Non-covalent Interaction of Tryptophan with Functional Monomers in Self-assembly Systems

LIN Mei-Na1,2, ZHANG Wei-Ying1, LI Xiao1, YING Xiao-Guang1, CHEN Shuang-Shuang1   

  1. 1. College of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350108, China;
    2. Ningde Amperex Technology Ltd., Ningde 352100, China
  • Received:2012-05-05 Published:2012-12-31

摘要:

利用荧光猝灭分析、 三维荧光光谱和计算机模拟等方法分别研究色氨酸(L-Trp)与己二酸二酰肼(ADH)、 双丙酮丙烯酰胺(DAAM)和丙烯酸(AA)3种功能单体间的非共价相互作用. 考察了荧光猝灭机理、 色氨酸-功能单体的相互作用强弱以及作用力类型. 研究结果表明, 功能单体对L-Trp的荧光猝灭过程是由于形成不发射荧光的复合物而引起的静态猝灭; L-Trp与功能单体的结合常数较大, 所形成的复合物较稳定, 非共价作用中以氢键和静电作用贡献最大; L-Trp主要通过羧基与功能单体产生相互作用, 芳杂环与功能单体间的相互作用相对较弱; L-Trp与功能单体相互作用的强弱顺序为L-Trp-ADH > L-Trp-DAAM > L-Trp-AA.

关键词: 荧光猝灭, 三维荧光光谱, 计算机模拟, 色氨酸, 功能单体, 非共价作用

Abstract:

The non-covalent interaction of tryptophan(L-Trp) with adipic dihydrazide(ADH), diacetone acrylamide(DAAM) or acrylic acid(AA) was investigated by fluorescence quenching, three-dimensional fluorescence spectrum in combination with computer simulation, respectively. The quenching mechanism, the strength and types of interaction force between L-Trp and functional monomers were studied. The results showed that the fluorescence of L-Trp was quenched through a static quenching procedure by functional monomer due to the formation of L-Trp-functional monomer complexes. The complexes had high binding constant and exhibited good stability. The non-covalent interaction between L-Trp and functional monomers was dominated by hydrogen bond and electrostatic force. The binding site in L-Trp was supplied largely by carboxyl group rather than heteroaromatic ring. The strength of interaction between L-Trp and functional monomers was in the following order: L-Trp-ADH>L-Trp-DAAM>L-Trp-AA.

Key words: Fluorescence quenching, Three-dimensional fluorescence spectrum, Computer simulation, Tryptophan, Functional monomer, Non-covalent interaction

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