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Two‐Component Supramolecular Gels Derived from Amphiphilic Shape‐Persistent Cyclo[6]aramides for Specific Recognition of Native Arginine
Authors:Youzhou He  Min Xu  Rongzhao Gao  Xiaowei Li  Fengxue Li  Xuedan Wu  Prof Dingguo Xu  Dr Huaqiang Zeng  Prof Lihua Yuan
Institution:1. College of Chemistry, Key Laboratory for Radiation Physics and Technology of Ministry of Education, Sichuan University, Chengdu 610064 (China);2. Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, 138669 (Singapore)
Abstract:A unique supramolecular two‐component gelation system was constructed from amphiphilic shape‐persistent cyclo6]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. Cyclo6]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.
Keywords:arginine  host–  guest systems  molecular recognition  oligoamide macrocycles  supramolecular gels
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