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Issue 45, 2016
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Carbohydrate receptors combining both a macrocyclic building block and flexible side arms as recognition units: binding properties of compounds with CH2OH groups as side arms

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Abstract

New representatives of compounds combining both a macrocyclic building block and two flexible side arms as recognition units were prepared and their binding properties toward selected carbohydrates were evaluated. The aim of this study was to examine the effects of the replacement of the heterocycle-bearing side arms by smaller units, such as hydroxy groups, on the binding capability. The design of this type of receptor was inspired by the participation of the side chain hydroxy group of serine and threonine in the biorecognition of carbohydrates. Such structural modifications enable the recognition of structure–activity relationships, which are of high importance in the development of carbohydrate receptors with predictable binding strength and selectivity.

Graphical abstract: Carbohydrate receptors combining both a macrocyclic building block and flexible side arms as recognition units: binding properties of compounds with CH2OH groups as side arms

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Publication details

The article was received on 04 Aug 2016, accepted on 12 Oct 2016 and first published on 12 Oct 2016


Article type: Paper
DOI: 10.1039/C6OB01682K
Citation: Org. Biomol. Chem., 2016,14, 10648-10659
  • Open access: Creative Commons BY-NC license
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    Carbohydrate receptors combining both a macrocyclic building block and flexible side arms as recognition units: binding properties of compounds with CH2OH groups as side arms

    F. Amrhein, J. Lippe and M. Mazik, Org. Biomol. Chem., 2016, 14, 10648
    DOI: 10.1039/C6OB01682K

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