Chen Yuan, Fu Lulu, Sun Baobao, Qian Cheng, Wang Ruibing, Jiang Juli, Lin Chen, Ma Jing, Wang Leyong
Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China.
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau, China.
Org Lett. 2020 Mar 20;22(6):2266-2270. doi: 10.1021/acs.orglett.0c00468. Epub 2020 Feb 28.
The competitive conformation chirality of dynamically racemic water-soluble pillar[5]arene can be induced by 19 different l-amino acid ethyl ester hydrochlorides. Among them, l-Arg-OEt and 18 other l-amino acid ethyl ester hydrochlorides can induce the opposite-handedness conformation of . This was ascribed to the different binding models with a side-chain moiety or ethyl ester moiety of amino acids toward the cavity of .
动态外消旋水溶性柱[5]芳烃的竞争性构象手性可由19种不同的L-氨基酸乙酯盐酸盐诱导产生。其中,L-精氨酸乙酯(L-Arg-OEt)和其他18种L-氨基酸乙酯盐酸盐可诱导其相反手性的构象。这归因于氨基酸的侧链部分或乙酯部分与柱[5]芳烃空腔的不同结合模式。