Synthetic Monosaccharide Channels: Size-Selective Transmembrane Transport of Glucose and Fructose Mediated by Porphyrin Boxes
SCIE
SCOPUS
- Title
- Synthetic Monosaccharide Channels: Size-Selective Transmembrane Transport of Glucose and Fructose Mediated by Porphyrin Boxes
- Authors
- Lee, Hong-Guen; Dhamija, Avinash; Das, Chandan K.; Park, Kyeng Min; Chang, Young-Tae; Schäfer, Lars V.; Kim, Kimoon
- Date Issued
- 2023-01
- Publisher
- John Wiley and Sons Inc
- Abstract
- © 2022 Wiley-VCH GmbH.Here we report synthetic monosaccharide channels built with shape-persistent organic cages, porphyrin boxes (PBs), that allow facile transmembrane transport of glucose and fructose through their windows. PBs show a much higher transport rate for glucose and fructose over disaccharides such as sucrose, as evidenced by intravesicular enzyme assays and molecular dynamics simulations. The transport rate can be modulated by changing the length of the alkyl chains decorating the cage windows. Insertion of a linear pillar ligand into the cavity of PBs blocks the monosaccharide transport. In vitro cell experiment shows that PBs transport glucose across the living-cell membrane and enhance cell viability when the natural glucose transporter GLUT1 is blocked. Time-dependent live-cell imaging and MTT assays confirm the cyto-compatibility of PBs. The monosaccharide-selective transport ability of PBs is reminiscent of natural glucose transporters (GLUTs), which are crucial for numerous biological functions.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/116159
- DOI
- 10.1002/anie.202214326
- ISSN
- 1433-7851
- Article Type
- Article
- Citation
- Angewandte Chemie - International Edition, 2023-01
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- There are no files associated with this item.
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