Substituent effects of fluorinated bambusurils on their anion transport
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F25%3A00141662" target="_blank" >RIV/00216224:14310/25:00141662 - isvavai.cz</a>
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00400d" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00400d</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d5ob00400d" target="_blank" >10.1039/d5ob00400d</a>
Alternative languages
Result language
angličtina
Original language name
Substituent effects of fluorinated bambusurils on their anion transport
Original language description
Anionophores are molecules that can transport ions across membranes. Several structural design criteria must be met for anionophores to be highly active. Fluorinated anionophores are usually more potent than their non-fluorinated analogues due to their higher lipophilicity and increased affinity for anions. Clear structure-activity relationships have been described for small and relatively simple anionophores. However, such studies are more challenging for large and macrocyclic anionophores, as their preparation is usually more complicated, limiting the number of compounds tested in anion transport studies. Here we present a series of twelve macrocyclic bambusuril anion transporters to investigate how variations in fluorinated substituents affect their transport properties. Measurements of Cl-/HCO3- antiport activities in liposomes revealed links between parameters such as lipophilicity or substituent polarity and transport activity. For some bambusurils, an unusually large effect of the presence of cholesterol in the membrane on transport activity was found. Further studies showed that for very potent anion receptors, such as the bambusurils described here, the binding selectivity towards anions becomes more important than the absolute binding affinity to anions when considering anion exchange across the membrane.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA23-05271S" target="_blank" >GA23-05271S: Chemical modification of bambusurils for adjusting their binding affinity and selectivity</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2025
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Organic and Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
1477-0539
Volume of the periodical
23
Issue of the periodical within the volume
43
Country of publishing house
GB - UNITED KINGDOM
Number of pages
14
Pages from-to
9908-9921
UT code for WoS article
001467446100001
EID of the result in the Scopus database
2-s2.0-105002801027