首页|Artificial transmembrane channel constructed from shape-persistent covalent organic molecular cages capable of ion and small molecule transport

Artificial transmembrane channel constructed from shape-persistent covalent organic molecular cages capable of ion and small molecule transport

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Shape-persistent arylene ethynylene molecular cages have been investigated as transmembrane chan-nels for ions and small molecules.The molecular cages were obtained starting from tetrayne monomers through alkyne metathesis cyclooligomerization.We found these porphyrin-based rigid molecular cages can insert into the lipid bilayer and efficiently transport ions and small molecules(e.g.,calcein).Our study reveals longer hydrophobic alkyl chains on the cage molecule promote the channeling efficiency,while shorter and/or more polar side chains impair such activity.Kinetic analysis shows linear correlation be-tween the rate of proton transport and the concentration of the cage,suggesting the active species is likely a monomeric cage.We found that C70-encapsulated cages are nearly inactive for transmembrane ion transportation,indicating that ions are likely transported through the internal cavity of the cage.Dis-crete shape-persistent organic cages represent highly stable synthetic ion channels or pores,which could have interesting applications in biomimetic signaling and drug delivery.

Alkyne metathesisMolecular cageTransmembrane transportationDynamic covalent chemistryCell imaging

Brandon Bishop、Shaofeng Huang、Hongxuan Chen、Haijia Yu、Hai Long、Jingshi Shen、Wei Zhang

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Department of Chemistry,University of Colorado Boulder,Boulder,CO 80309,United States

Department of Molecular,Cellular and Developmental Biology,University of Colorado Boulder,Boulder,CO 80309,United States

National Renewable Energy Laboratory,Golden,CO 80401,United States

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(11)