Aromatic Interaction‐Driven Adaptive Transformation of Macrocyclic Unimolecular Chloride Channels Into Nanopores

X Xiaopan Xie (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China) J Juncheng Wan (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China) J Jin Zhou (Department of Oncology Sichuan Cancer Hospital Chengdu China) Z Zeli Yu (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China) G Guanyi Chen C Chuchu Li (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China) C Congrui Ren (School of Physics Shandong University Jinan Shandong China) P Pengzhe Li (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China) M Meng Yang Z Zhiping Zeng F Fei Zeng (Department of Gastric and Hernia Surgery, Nanjing Drum Tower Hospital, College of Engineering and Applied Sciences, State Key Laboratory of Analytical Chemistry for Life Science) W Weifeng Li Y Yuguang Mu C Changliang Ren (State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China)

Abstract

ABSTRACT Biological ion channels and pores frequently exhibit dynamic, concentration‐dependent adaptive assembly, yet synthetic systems that faithfully replicate this intriguing behavior remain rare. In this study, we present a novel class of tripeptide‐appended macrocyclic ion channels that undergo aromatic interaction‐driven adaptive transformation from unimolecular chloride channels into higher‐order nanopores. At low concentrations, analogues with aromatic tripeptide‐functionalized macrocycles ( MC‐F and MC‐W ) function as discrete and efficient chloride channels. Upon increasing the concentration, cooperative aromatic interactions among the tripeptide side chains promote their lateral self‐assembly into stable nanopores, enabling efficient transmembrane transport of small molecules, including carboxyfluorescein and glucose. In contrast, the aliphatic analogues ( MC‐A , MC‐L , and MC‐I ) remain restricted to unimolecular chloride channels. Single‐channel measurements combined with theoretical calculations further substantiate the structural stability and energetic preference of tetrameric and pentameric assemblies within lipid bilayers. Collectively, this work establishes cooperative aromatic interactions as a versatile and robust design principle for engineering adaptive artificial channels, thereby narrowing the functional gap between synthetic systems and the dynamic regulatory behavior of natural channels.

Article Details

Volume / Issue Vol. 1, Issue 1
Published July 27, 2026
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (14)

X

Xiaopan Xie

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China

J

Juncheng Wan

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China

J

Jin Zhou

Department of Oncology Sichuan Cancer Hospital Chengdu China

Z

Zeli Yu

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China

G

Guanyi Chen

C

Chuchu Li

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China

C

Congrui Ren

School of Physics Shandong University Jinan Shandong China

P

Pengzhe Li

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China

M

Meng Yang

Z

Zhiping Zeng

F

Fei Zeng

Department of Gastric and Hernia Surgery, Nanjing Drum Tower Hospital, College of Engineering and Applied Sciences, State Key Laboratory of Analytical Chemistry for Life Science

W

Weifeng Li

Y

Yuguang Mu

C

Changliang Ren

State Key Laboratory of Vaccines for Infectious Diseases Xiang An Biomedicine Laboratory Fujian Provincial Key Laboratory of Innovative Drug Target Research MOE Key Laboratory of Spectrochemical Analysis and Instrumentation School of Pharmaceutical Sciences Xiamen University Xiamen Fujian China