Issue 5, 2025

Superfast and highly selective water transport by hybrid aquapentamers incorporating a non-helicity codon

Abstract

H-bonded helically folded aromatic foldamers rely on the precise formation of H-bonds between each helicity codon and its neighboring codons to maintain their structure. We report here for the first time that the phenyl group, referred to as a non-helicity codon due to its inability to form H-bonds, does not necessarily disrupt the helical structure. Specifically, we modified our recently reported pyridine-based aquapentamers by sequentially replacing each of the five pyridine residues with a phenyl group, creating a series of five hybrid pentamers. The phenyl groups, unable to form H-bonds with the adjacent N–H bonds of the amides, introduce H-bond defects along the helical backbone. Despite these defects, three out of five pentamers still adopt a helical structure and function as highly selective and ultra-fast abiotic water channels, with the most efficient channel achieving a water transport rate of 1.8 × 109 H2O s−1 per channel—approximately 30% of aquaporin Z's capacity.

Graphical abstract: Superfast and highly selective water transport by hybrid aquapentamers incorporating a non-helicity codon

Supplementary files

Article information

Article type
Research Article
Submitted
26 Nov 2024
Accepted
07 Jan 2025
First published
08 Jan 2025

Org. Chem. Front., 2025,12, 1603-1611

Superfast and highly selective water transport by hybrid aquapentamers incorporating a non-helicity codon

G. Cao, Z. Yang, H. Zhao, J. Shen, W. Chang, Z. Liu and H. Zeng, Org. Chem. Front., 2025, 12, 1603 DOI: 10.1039/D4QO02231A

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