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Monofunctionalized fluorinated bambusurils and their conjugates for anion transport and extraction

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posted on 2023-02-17, 09:40 authored by Nicola Alessandro De Simone, Matúš Chvojka, Jana Lapešová, Luis Martínez-Crespo, Petr Slávik, Jan Sokolov, Stephen ButlerStephen Butler, Hennie Valkenier, Vladimír Šindelář
Bambusurils are macrocyclic molecules that are known for their high binding affinity and selectivity toward anions. Here, we present the preparation of two bambusurils bearing fluorinated substituents and one carboxylic function. These monofunctionalized bambusurils were conjugated with crown ether and cholesterol units. The resulting conjugates were successfully tested in liquid-liquid extraction of inorganic salts and chloride/bicarbonate transport across lipid bilayers.

Funding

Monofunctionalized bambusurils and their supramolecular properties

Czech Science Foundation

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RECETOX Research Infrastructure (No. LM2018121)

CETOCOEN Excellence

European Commission

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Transport of phosphorylated compounds across lipid bilayers by supramolecular receptors

European Research Council

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Czech Infrastructure for Integrative Structural Biology

Ministry of Education Youth and Sports

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FNRS for Aspirant fellowship funding (40006851)

Luminescent Host Molecules for Multisite Recognition of Polyphosphate Anions

Engineering and Physical Sciences Research Council

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History

School

  • Science

Department

  • Chemistry

Published in

The Journal of Organic Chemistry

Volume

87

Issue

15

Pages

9829 - 9838

Publisher

American Chemical Society (ACS)

Version

  • AM (Accepted Manuscript)

Rights holder

© American Chemical Society

Publisher statement

© 2022 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.2c00870, see ACS Articles on Request https://pubs.acs.org/page/4authors/benefits/index.html#articles-request]

Publication date

2022-07-21

Copyright date

2022

ISSN

0022-3263

eISSN

1520-6904

Language

  • en

Depositor

Dr Stephen Butler. Deposit date: 14 February 2023

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