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新型手性酪氨酸修饰的锌卟啉对氨基酸酯的分子识别研究 被引量:9

Study on Molecular Recognition of Amino Acid Esters by Novel Tetraphenylporphinatozinc Complex Modified with Chiral Tyrosine
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摘要 合成并表征了一种L型Boc酪氨酸修饰的自由卟啉(LBocTyrTAPP)及其锌卟啉配合物Zn(LBocTyr)TAPP.通过紫外-可见光谱滴定法,研究了手性锌卟啉配合物与四对对映异构的手性氨基酸酯客体在CHCI3中的分子识别行为.实验结果表明,在分子识别的过程中,缔合常数顺序均为D型略大于L型,且按K(PheOMe)>K(AIaOMe)>K(ValOMe)>K(LeuOMe)的顺序依次减小.同时,利用园二色光谱进一步阐述手性分子识别过程.此外,采用分子力学方法搜索了主客体体系的最低能量构象,从理论上对实验本质进行较深入的探讨. One kind of novel zinc prophyrin complex modified by L-BocTyrosine was synthesized and characterized. Molecular recognitions of four pairs of amino acid esters by the chiral zinc porphyrin have been investigated with UV-Vis spectral method. The results show that association constants of the recognition process are all in the order of K-D > K-L, following the order K(PheOMe) > K(AIaOMe) > K(ValOMe) > K(LeuOMe). Circular dichroism spectra have been used to explain chiral molecular recognition. In addition, the conformations with minimal energy of host and host-guest molecular systems were sought by molecular dynamics method. Experimental essence was more deeply discussed by theoretical calculation.
机构地区 南开大学化学系
出处 《化学学报》 SCIE CAS CSCD 北大核心 2004年第21期2165-2170,共6页 Acta Chimica Sinica
基金 国家自然科学基金(Nos.20171024 20271030) 天津市自然科学基金(No.023604011) 教育部留学回国人员科研基金资助项目.
关键词 合成 手性锌卟啉 分子识别 紫外-可见光谱滴定法 手性氨基酸酯客体 园二色光谱 分子力学 chiral zinc porphyrin chiral amino acid ester chiral molecular recognition circular dichroism spectra molecular mechanics
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