Supramolecular structures based on regioisomers of cinnamyl-alpha-cyclodextrins - new media for capillary separation techniques

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F16%3A10321852" target="_blank" >RIV/00216208:11310/16:10321852 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.3762/bjoc.12.11" target="_blank" >http://dx.doi.org/10.3762/bjoc.12.11</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3762/bjoc.12.11" target="_blank" >10.3762/bjoc.12.11</a>

Result language

angličtina

Original language name

Supramolecular structures based on regioisomers of cinnamyl-alpha-cyclodextrins - new media for capillary separation techniques

Original language description

This work focuses on the preparation and application of supramolecular structures based on mono-cinnamyl-a-cyclodextrins (Cin-alpha-CD). Pure regioisomers of Cin-alpha-CD having the cinnamyl moiety at the 2-O-or at the 3-O-position, respectively, were prepared, characterized and applied in capillary electrophoresis as additives to the background electrolyte. These new monomer units with a potential to self-organize into supramolecular structures were synthesized via a straightforward one-step synthetic procedure and purified using preparative reversed-phase chromatography allowing a large scale separation of the regioisomers. The ability of the monomers to self-assemble was proved by various methods including NMR spectroscopy and dynamic light scattering (DLS). The light scattering experiments showed that the monomer units have distinguishable ability to form supramolecular structures in different solvents and the size distribution of the aggregates in water can be easily modulated using different external stimuli, such as temperature or competitive guest molecules. The obtained results indicated that the two regioisomers of Cin-a-CD formed different supramolecular assemblies highlighting the fact that the position of the cinnamyl group plays an important role in the intermolecular complex formation.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CB - Analytical chemistry, separation

OECD FORD branch

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Project

<a href="/en/project/GA13-01440S" target="_blank" >GA13-01440S: Chiral supramolecular polymers based on derivatized cyclodextrins as a new environment for capillary separation techniques</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2016

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Beilstein Journal of Organic Chemistry

ISSN

1860-5397

e-ISSN

—

Volume of the periodical

12

Issue of the periodical within the volume

January

Country of publishing house

DE - GERMANY

Number of pages

13

Pages from-to

97-109

UT code for WoS article

000368474200001

EID of the result in the Scopus database

2-s2.0-84962250344