Study on Molecular Recognition of Amino Acid Esters by Novel Tetraphenylporphinatozinc Complex Modified with Chiral Tyrosine

Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (21): 2165-2170. Previous Articles Next Articles

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

王树军, 阮文娟, 罗代兵, 朱志昂

南开大学化学系, 天津, 300071

投稿日期:2004-03-04 修回日期:2004-05-14 发布日期:2014-02-17
通讯作者: wjruan@nankai,edu.cn
作者简介:阮文娟,E-mail:wjruan@nankai,edu.cn
基金资助:
国家自然科学基金(Nos.20171024,20271030)、天津市自然科学基金(No.023604011)及教育部留学回国人员科研基金资助项目.

Study on Molecular Recognition of Amino Acid Esters by Novel Tetraphenylporphinatozinc Complex Modified with Chiral Tyrosine

WANG Shu-Jun, RUAN Wen-Juan, LUO Dai-Bing, ZHU Zhi-Ang

Department of Chemistry, Nankai University, Tianjin 300071

Received:2004-03-04 Revised:2004-05-14 Published:2014-02-17

Abstract

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.

Key words: chiral zinc porphyrin, chiral amino acid ester, chiral molecular recognition, circular dichroism spectra, molecular mechanics

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WANG Shu-Jun, RUAN Wen-Juan, LUO Dai-Bing, ZHU Zhi-Ang. Study on Molecular Recognition of Amino Acid Esters by Novel Tetraphenylporphinatozinc Complex Modified with Chiral Tyrosine[J]. Acta Chimica Sinica, 2004, 62(21): 2165-2170.

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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

Study on Molecular Recognition of Amino Acid Esters by Novel Tetraphenylporphinatozinc Complex Modified with Chiral Tyrosine

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