Supramolecular assemblies of phenyl-pyridyl-triazolopyridine and β-cyclodextrin as sensor of divalent cations in aqueous solution

Carolina Jullian; Samuel Fernández-Sandoval; Cristian Celis-Barros; Belén Abarca; Rafael Ballesteros; Gerald Zapata-Torres

doi:10.1016/j.carbpol.2014.12.026

Supramolecular assemblies of phenyl-pyridyl-triazolopyridine and β-cyclodextrin as sensor of divalent cations in aqueous solution

Carolina Jullian, Samuel Fernández-Sandoval, Cristian Celis-Barros, Belén Abarca, Rafael Ballesteros, Gerald Zapata-Torres

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

The chemosensor 3-phenyl-7-(pyrid-2-yl)-[1,2,3]triazolo[1,5-a]pyridine (PhPTP) used in combination with two different cyclodextrins, enable its solubilization and stabilization in aqueous solution. The behavior of the inclusion complex, and its binding ability in both cyclodextrins were investigated by means of absorption and fluorescence spectroscopy. The best results were obtained for PhPTP-DMβCD assembly, and its orientation in the DMβCD nano cavity was obtained by 2D-NMR. This inclusion geometry was confirmed by docking studies. The binary complex was proved as chemosensor upon the presence of different divalent cations in aqueous solutions. The PhPTP-DMβCD system, displays a high sensitivity for Fe²⁺ by fluorescence quenching in neutral aqueous solution even in the presence of other metals showing high selectivity towards Fe²⁺.

Original language	English
Pages (from-to)	295-301
Number of pages	7
Journal	Carbohydrate Polymers
Volume	121
DOIs	https://doi.org/10.1016/j.carbpol.2014.12.026
State	Published - May 5 2015
Externally published	Yes

Funding

Our thanks are to Fondecyt 1120142 and to CEPEDEQ from the Chemical and Pharmaceutical Science Faculty of the University of Chile for the use of NMR. We are grateful to the Ministerio de Ciencia e Innovación (Spain) (Project Consolider-Ingenio Supramed CSD 2010-00065) and to Generalitat Valenciana (Valencia, Spain) (Project PROMETEO 2011/008) for its financial support.

Funders	Funder number
Generalitat Valenciana	PROMETEO 2011/008
Ministerio de Ciencia e Innovación	CSD 2010-00065

Keywords

Cyclodextrin
Fe(II)
Fluorescence
Phenylpyridyltriazolopyridine
Sensor

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10.1016/j.carbpol.2014.12.026

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title = "Supramolecular assemblies of phenyl-pyridyl-triazolopyridine and β-cyclodextrin as sensor of divalent cations in aqueous solution",

abstract = "The chemosensor 3-phenyl-7-(pyrid-2-yl)-[1,2,3]triazolo[1,5-a]pyridine (PhPTP) used in combination with two different cyclodextrins, enable its solubilization and stabilization in aqueous solution. The behavior of the inclusion complex, and its binding ability in both cyclodextrins were investigated by means of absorption and fluorescence spectroscopy. The best results were obtained for PhPTP-DMβCD assembly, and its orientation in the DMβCD nano cavity was obtained by 2D-NMR. This inclusion geometry was confirmed by docking studies. The binary complex was proved as chemosensor upon the presence of different divalent cations in aqueous solutions. The PhPTP-DMβCD system, displays a high sensitivity for Fe2+ by fluorescence quenching in neutral aqueous solution even in the presence of other metals showing high selectivity towards Fe2+.",

keywords = "Cyclodextrin, Fe(II), Fluorescence, Phenylpyridyltriazolopyridine, Sensor",

author = "Carolina Jullian and Samuel Fern{\'a}ndez-Sandoval and Cristian Celis-Barros and Bel{\'e}n Abarca and Rafael Ballesteros and Gerald Zapata-Torres",

year = "2015",

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doi = "10.1016/j.carbpol.2014.12.026",

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AU - Jullian, Carolina

AU - Fernández-Sandoval, Samuel

AU - Celis-Barros, Cristian

AU - Abarca, Belén

AU - Ballesteros, Rafael

AU - Zapata-Torres, Gerald

PY - 2015/5/5

Y1 - 2015/5/5

N2 - The chemosensor 3-phenyl-7-(pyrid-2-yl)-[1,2,3]triazolo[1,5-a]pyridine (PhPTP) used in combination with two different cyclodextrins, enable its solubilization and stabilization in aqueous solution. The behavior of the inclusion complex, and its binding ability in both cyclodextrins were investigated by means of absorption and fluorescence spectroscopy. The best results were obtained for PhPTP-DMβCD assembly, and its orientation in the DMβCD nano cavity was obtained by 2D-NMR. This inclusion geometry was confirmed by docking studies. The binary complex was proved as chemosensor upon the presence of different divalent cations in aqueous solutions. The PhPTP-DMβCD system, displays a high sensitivity for Fe2+ by fluorescence quenching in neutral aqueous solution even in the presence of other metals showing high selectivity towards Fe2+.

AB - The chemosensor 3-phenyl-7-(pyrid-2-yl)-[1,2,3]triazolo[1,5-a]pyridine (PhPTP) used in combination with two different cyclodextrins, enable its solubilization and stabilization in aqueous solution. The behavior of the inclusion complex, and its binding ability in both cyclodextrins were investigated by means of absorption and fluorescence spectroscopy. The best results were obtained for PhPTP-DMβCD assembly, and its orientation in the DMβCD nano cavity was obtained by 2D-NMR. This inclusion geometry was confirmed by docking studies. The binary complex was proved as chemosensor upon the presence of different divalent cations in aqueous solutions. The PhPTP-DMβCD system, displays a high sensitivity for Fe2+ by fluorescence quenching in neutral aqueous solution even in the presence of other metals showing high selectivity towards Fe2+.

KW - Cyclodextrin

KW - Fe(II)

KW - Fluorescence

KW - Phenylpyridyltriazolopyridine

KW - Sensor

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JF - Carbohydrate Polymers

ER -

Supramolecular assemblies of phenyl-pyridyl-triazolopyridine and β-cyclodextrin as sensor of divalent cations in aqueous solution

Abstract

Funding

Keywords

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