Competitive Selection of Conformation Chirality of Water-Soluble Pillar[5]arene Induced by Amino Acid Derivatives
Yuan Chen, Lulu Fu, Baobao Sun, Cheng Qian, Ruibing Wang, Juli Jiang, Lin Chen, Jing Ma, Leyong Wang
Abstract
The competitive conformation chirality of dynamically racemic water-soluble pillar[5]arene WP5 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 WP5. This was ascribed to the different binding models with a side-chain moiety or ethyl ester moiety of amino acids toward the cavity of WP5.
Topics & Concepts
MoietyChemistryChirality (physics)Amino acidPillarEthyl esterStereochemistryCompetitive bindingSide chainWater solubleOrganic chemistryBiochemistryPolymerEngineeringQuarkChiral symmetry breakingNambu–Jona-Lasinio modelReceptorStructural engineeringQuantum mechanicsPhysicsSupramolecular Chemistry and ComplexesMolecular Sensors and Ion DetectionSupramolecular Self-Assembly in Materials