Molecular ‘traps’ for sulfonylureas prepared using polymerisable ion-pair receptors

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Abstract

A novel approach towards recognition of sulfonylureas based on a polymerisable ion pair is presented. A solution association constant >105 M−1 between the model target glibenclamide and 4-vinylbenzyltrimethylammonium methacrylate is measured, and the formation of 1 : 1 complexes verified. Subsequently prepared stoichiometrically imprinted polymers exhibit exceptionally high affinity and binding capacity for glibenclamide, owing to synergistic binding of both the neutral and deprotonated form of the drug by the ion pair monomer. The polymers are applied to the selective extraction of glibenclamide from blood serum samples, achieving recoveries of up to 98% and demonstrating excellent long-term stability, negating the need for regular sorbent regeneration.
Original languageEnglish
Pages (from-to)14212-14220
Number of pages9
JournalRSC Advances
Volume8
Early online date17 Apr 2018
DOIs
Publication statusPublished - 17 Apr 2018

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Glyburide
Ions
Polymers
Sorbents
Blood
Methacrylates
Monomers
Recovery
Pharmaceutical Preparations

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title = "Molecular ‘traps’ for sulfonylureas prepared using polymerisable ion-pair receptors",
abstract = "A novel approach towards recognition of sulfonylureas based on a polymerisable ion pair is presented. A solution association constant >105 M−1 between the model target glibenclamide and 4-vinylbenzyltrimethylammonium methacrylate is measured, and the formation of 1 : 1 complexes verified. Subsequently prepared stoichiometrically imprinted polymers exhibit exceptionally high affinity and binding capacity for glibenclamide, owing to synergistic binding of both the neutral and deprotonated form of the drug by the ion pair monomer. The polymers are applied to the selective extraction of glibenclamide from blood serum samples, achieving recoveries of up to 98{\%} and demonstrating excellent long-term stability, negating the need for regular sorbent regeneration.",
author = "Federica Pessagno and Aliya Hasanah and Panagiotis Manesiotis",
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Molecular ‘traps’ for sulfonylureas prepared using polymerisable ion-pair receptors. / Pessagno, Federica; Hasanah, Aliya; Manesiotis, Panagiotis.

In: RSC Advances, Vol. 8, 17.04.2018, p. 14212-14220.

Research output: Contribution to journalArticle

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T1 - Molecular ‘traps’ for sulfonylureas prepared using polymerisable ion-pair receptors

AU - Pessagno, Federica

AU - Hasanah, Aliya

AU - Manesiotis, Panagiotis

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Y1 - 2018/4/17

N2 - A novel approach towards recognition of sulfonylureas based on a polymerisable ion pair is presented. A solution association constant >105 M−1 between the model target glibenclamide and 4-vinylbenzyltrimethylammonium methacrylate is measured, and the formation of 1 : 1 complexes verified. Subsequently prepared stoichiometrically imprinted polymers exhibit exceptionally high affinity and binding capacity for glibenclamide, owing to synergistic binding of both the neutral and deprotonated form of the drug by the ion pair monomer. The polymers are applied to the selective extraction of glibenclamide from blood serum samples, achieving recoveries of up to 98% and demonstrating excellent long-term stability, negating the need for regular sorbent regeneration.

AB - A novel approach towards recognition of sulfonylureas based on a polymerisable ion pair is presented. A solution association constant >105 M−1 between the model target glibenclamide and 4-vinylbenzyltrimethylammonium methacrylate is measured, and the formation of 1 : 1 complexes verified. Subsequently prepared stoichiometrically imprinted polymers exhibit exceptionally high affinity and binding capacity for glibenclamide, owing to synergistic binding of both the neutral and deprotonated form of the drug by the ion pair monomer. The polymers are applied to the selective extraction of glibenclamide from blood serum samples, achieving recoveries of up to 98% and demonstrating excellent long-term stability, negating the need for regular sorbent regeneration.

U2 - 10.1039/c8ra01135d

DO - 10.1039/c8ra01135d

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JO - RSC Advances

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