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Understanding the binding properties of phosphorylated glycoluril-derived molecular tweezers and selective nanomolar binding of natural polyamines in aqueous solution

Heilmann, Michael and Knezevic, Melina and Piccini, GiovanniMaria and Tiefenbacher, Konrad. (2021) Understanding the binding properties of phosphorylated glycoluril-derived molecular tweezers and selective nanomolar binding of natural polyamines in aqueous solution. Organic and Biomolecular Chemistry, 19 (16). pp. 3628-3633.

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Abstract

A modular synthetic platform for the construction of flexible glycoluril-derived molecular tweezers was developed. The binding properties of four exemplary supramolecular hosts obtained via this approach towards 16 organic amines were investigated by means of 1H NMR titration. In this work, we compare the Ka values obtained this way with those of three structurally related molecular tweezers and provide a computational approach towards an explanation of the observed behavior of those novel hosts. The results showcase that certain structural modifications lead to very potent and selective binders of natural polyamines, with observed binding of spermine below 10 nM.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher)
UniBasel Contributors:Heilmann, Michael and Knezevic, Melina and Tiefenbacher, Konrad
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
ISSN:1477-0520
e-ISSN:1477-0539
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
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Last Modified:24 Jan 2022 13:42
Deposited On:18 May 2021 09:06

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