title: Two-component supramolecular gels derived from amphiphilic shape-persistent cyclo[6]aramides for specific recognition of native arginine.
abstract: A unique supramolecular two-component gelation system was constructed from amphiphilic shape-persistent cyclo[6]aramides and diethylammonium chloride (or triethylammonium chloride). This system has the ability to discriminate native arginine from 19 other amino acids in a specific fashion. Cyclo[6]aramides show preferential binding for the guanidinium residue over ammonium groups. This specificity was confirmed by both experimental results and theoretical simulations. These results demonstrated a new modular displacement strategy, exploring the use of species-binding hydrogen-bonded macrocyclic foldamers for the construction of two-component gelation systems for selective recognition of native amino acids by competitive host-guest interactions. This strategy may be amenable to developing a variety of functional two-component gelators for specific recognition of various targeted organic molecular species.
authors.affiliation: College of Chemistry, Key Laboratory for Radiation Physics and Technology of Ministry of Education, Sichuan University, Chengdu 610064 (China).
authors.forename: Youzhou
authors.initials: Y
authors.lastname: He
authors.forename: Min
authors.initials: M
authors.lastname: Xu
authors.forename: Rongzhao
authors.initials: R
authors.lastname: Gao
authors.forename: Xiaowei
authors.initials: X
authors.lastname: Li
authors.forename: Fengxue
authors.initials: F
authors.lastname: Li
authors.forename: Xuedan
authors.initials: X
authors.lastname: Wu
authors.forename: Dingguo
authors.initials: D
authors.lastname: Xu
authors.forename: Huaqiang
authors.initials: H
authors.lastname: Zeng
authors.forename: Lihua
authors.initials: L
authors.lastname: Yuan
mesh_terms: D000577:Amides / Q000737:chemistry*; D001120:Arginine / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular
chemical_list: D000577:Amides; D047028:Macrocyclic Compounds; D001120:Arginine
keywords: arginine; host-guest systems; molecular recognition; oligoamide macrocycles; supramolecular gels