为了用分子力学方法探明联萘基咪唑鎓探针选择性识别 D-型色氨酸的作用机制，采用量子化学手段在HF/6-31G（d）//B3PW91/6-31G（d，p）水平对一联萘基咪唑鎓探针与D-型和L型色氨酸间的相互作用，从作用模式分析、电荷转移、态密度分析、轨道相互作用以及计算结合能等多个方面进行了研究。结果表明：在该水平计算的结合能值与实验测定复合物稳定常数之间能正确相关。根据计算结果，从静电相互作用的角度能够解释该联萘基咪唑鎓分子选择性识别 D-型色氨酸的实验现象。%Chemosensors containing 1,1’-bi-2-naphthol (BINOL) skeleton are the investigation focus of host-guest chemistry due to their ability to enantioselectively recognize amino acids.The authors previously investigated the recognition of a BINOL-based chemosensor against a series of amino acid by the aid of molecular mechanics approach, but the challenge to elucidate the enantioselective recognition was remained.Now, the quantum chemistry method was employed at HF/6-31G(d)//B3PW91/6-31G(d,p) level to explore such issue from a number of aspects, interaction mode analysis, charge transferring, density of state analysis, orbital interaction, and interaction energy calculation and so on.The results of investigation demonstrated that the calculated interaction energy of complexes could correlate well with the experimentally determined stable constants.Furthermore, the mechanism of BINOL-based chemosensor selectively recognizing D-Trp not L-Typ was clearly elucidated from the stand of electrostatic interaction.
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