Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays

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Abstract

Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-beta-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biological systems, such as vectors for simultaneous drug and gene cellular uptake or alternatively for the protection of macromolecules. In particular, we exploited polarimetry to test their interaction with some model p-nitroaniline derivatives, chosen as probe guests. The data obtained indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction between our materials and polyanions were investigated by studying the binding with sodium alginate. Finally, the complexation abilities of the same materials towards polynucleotides were assessed by studying their interaction with the model plasmid pUC19. Our results positively highlight the ability of our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands.
Lingua originaleEnglish
pagine (da-a)2751-2763
Numero di pagine13
RivistaDefault journal
Volume13
Stato di pubblicazionePublished - 2017

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Assays
Polyamines
Polynucleotides
Polarimeters
Biological systems
Coulomb interactions
Complexation
Macromolecules
Plasmids
Genes
Ligands
Derivatives
Pharmaceutical Preparations

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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title = "Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays",
abstract = "Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-beta-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biological systems, such as vectors for simultaneous drug and gene cellular uptake or alternatively for the protection of macromolecules. In particular, we exploited polarimetry to test their interaction with some model p-nitroaniline derivatives, chosen as probe guests. The data obtained indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction between our materials and polyanions were investigated by studying the binding with sodium alginate. Finally, the complexation abilities of the same materials towards polynucleotides were assessed by studying their interaction with the model plasmid pUC19. Our results positively highlight the ability of our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands.",
keywords = "aminocyclodextrins, binding properties, nitroanilines, pDNA, polarimetry, supramolecular chemistry",
author = "Marco Russo and Rosa Alduina and {Lo Meo}, {Paolo Maria Giuseppe} and {La Corte}, Daniele and Serena Riela",
year = "2017",
language = "English",
volume = "13",
pages = "2751--2763",
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TY - JOUR

T1 - Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays

AU - Russo, Marco

AU - Alduina, Rosa

AU - Lo Meo, Paolo Maria Giuseppe

AU - La Corte, Daniele

AU - Riela, Serena

PY - 2017

Y1 - 2017

N2 - Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-beta-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biological systems, such as vectors for simultaneous drug and gene cellular uptake or alternatively for the protection of macromolecules. In particular, we exploited polarimetry to test their interaction with some model p-nitroaniline derivatives, chosen as probe guests. The data obtained indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction between our materials and polyanions were investigated by studying the binding with sodium alginate. Finally, the complexation abilities of the same materials towards polynucleotides were assessed by studying their interaction with the model plasmid pUC19. Our results positively highlight the ability of our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands.

AB - Three polyaminocyclodextrin materials, obtained by direct reaction between heptakis(6-deoxy-6-iodo)-beta-cyclodextrin and the proper linear polyamines, were investigated for their binding properties, in order to assess their potential applications in biological systems, such as vectors for simultaneous drug and gene cellular uptake or alternatively for the protection of macromolecules. In particular, we exploited polarimetry to test their interaction with some model p-nitroaniline derivatives, chosen as probe guests. The data obtained indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction between our materials and polyanions were investigated by studying the binding with sodium alginate. Finally, the complexation abilities of the same materials towards polynucleotides were assessed by studying their interaction with the model plasmid pUC19. Our results positively highlight the ability of our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands.

KW - aminocyclodextrins

KW - binding properties

KW - nitroanilines

KW - pDNA

KW - polarimetry

KW - supramolecular chemistry

UR - http://hdl.handle.net/10447/252360

M3 - Article

VL - 13

SP - 2751

EP - 2763

JO - Default journal

JF - Default journal

ER -