Zuchra R. Gilmullina, Victor V. Syakaev, Julia E. Morozova, Albina Yu. Ziganshina, Igor S. Antipin
{"title":"The interaction of rhodamine B with sulfobetaine tetrapentylcalix[4]resorcinarene in the range of millimolar concentrations","authors":"Zuchra R. Gilmullina, Victor V. Syakaev, Julia E. Morozova, Albina Yu. Ziganshina, Igor S. Antipin","doi":"10.1007/s10847-024-01246-0","DOIUrl":null,"url":null,"abstract":"<div><p>The effective binding of Rhodamine B (RhB), a xanthene dye, in solutions of amphiphilic sulfobetaine tetrapentylcalix[4]resorcinarene (C<sub>5</sub>-SB) at millimolar concentrations has been found. Using the FT-PGSE NMR technique, it was determined that the binding fraction (<i>P</i><sub><i>b</i></sub>) of RhB in the solution with a <i>С</i>(RhB)/<i>С</i>(С<sub>5</sub>-SB) ratio of 3.75 mM/5 mM was 0.57, whereas in a solution with an order of magnitude lower concentration, the <i>P</i><sub><i>b</i></sub> was only 0.12. This significant difference in interaction is also supported by 2D NOESY and <sup>1</sup>H NMR spectra. Based on fluorimetry data, it appears that the influence of C<sub>5</sub>-SB on the spectral properties of RhB increases as the C<sub>5</sub>-SB/RhB molar ratio increases, but decreases as the concentration of C<sub>5</sub>-SB and RhB decreases. By comparing the spectral properties of RhB in the presence of C<sub>5</sub>-SB and tetrapentylcalix[4]resorcinarene with carboxylic (C<sub>5</sub>-COO<sup>−</sup>) and trimethylammonium (C5-N<sup>+</sup>Me<sub>3</sub>) peripheral groups, an assumption about the driving forces behind RhB, which led to an enhancement of the emission properties of the dye, was made. The study demonstrates the possibility of controlling the emissive properties of a xanthene dye by binding it to a supramolecular associate with amphiphilic calix [4] resorcinarene.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"104 9-10","pages":"449 - 459"},"PeriodicalIF":2.3000,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-024-01246-0","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Agricultural and Biological Sciences","Score":null,"Total":0}
引用次数: 0
Abstract
The effective binding of Rhodamine B (RhB), a xanthene dye, in solutions of amphiphilic sulfobetaine tetrapentylcalix[4]resorcinarene (C5-SB) at millimolar concentrations has been found. Using the FT-PGSE NMR technique, it was determined that the binding fraction (Pb) of RhB in the solution with a С(RhB)/С(С5-SB) ratio of 3.75 mM/5 mM was 0.57, whereas in a solution with an order of magnitude lower concentration, the Pb was only 0.12. This significant difference in interaction is also supported by 2D NOESY and 1H NMR spectra. Based on fluorimetry data, it appears that the influence of C5-SB on the spectral properties of RhB increases as the C5-SB/RhB molar ratio increases, but decreases as the concentration of C5-SB and RhB decreases. By comparing the spectral properties of RhB in the presence of C5-SB and tetrapentylcalix[4]resorcinarene with carboxylic (C5-COO−) and trimethylammonium (C5-N+Me3) peripheral groups, an assumption about the driving forces behind RhB, which led to an enhancement of the emission properties of the dye, was made. The study demonstrates the possibility of controlling the emissive properties of a xanthene dye by binding it to a supramolecular associate with amphiphilic calix [4] resorcinarene.
期刊介绍:
The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites.
The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.