1H-NMR and FT-IR study of the state of melatonin confined in membrane models: location and interactions of melatonin in water free lecithin and AOT reversed micelles

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Abstract

The state of melatonin confined either in dry lecithin or bis(2-ethylhexyl) sulfosuccinate sodium salt (AOT) reversed micelles has been investigated by H-1-NMR and FT-IR spectroscopies as a function of the melatonin to surfactant molar ratio (R). The analysis of experimental results leads to hypothesize that, independently of R and the surfactant nature and as a consequence of anisotropic melatonin/surfactant interactions, melatonin is totally solubilized in reversed micelles and mainly located by opportune orientation in the nanodomain constituted by the surfactant head groups. The absence of significant spectral changes related to the protons linked to the first carbon atoms of surfactant alkyl chain, indicates a scarce insertion of melatonin into the so-called micellar palisade layer. The possible biological implications of the peculiar solubilization state of melatonin in reversed micelles are discussed.
Lingua originaleEnglish
pagine (da-a)251-262
Numero di pagine12
RivistaDefault journal
Stato di pubblicazionePublished - 2004

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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@article{769a23e02a8446a182328763b7def922,
title = "1H-NMR and FT-IR study of the state of melatonin confined in membrane models: location and interactions of melatonin in water free lecithin and AOT reversed micelles",
abstract = "The state of melatonin confined either in dry lecithin or bis(2-ethylhexyl) sulfosuccinate sodium salt (AOT) reversed micelles has been investigated by H-1-NMR and FT-IR spectroscopies as a function of the melatonin to surfactant molar ratio (R). The analysis of experimental results leads to hypothesize that, independently of R and the surfactant nature and as a consequence of anisotropic melatonin/surfactant interactions, melatonin is totally solubilized in reversed micelles and mainly located by opportune orientation in the nanodomain constituted by the surfactant head groups. The absence of significant spectral changes related to the protons linked to the first carbon atoms of surfactant alkyl chain, indicates a scarce insertion of melatonin into the so-called micellar palisade layer. The possible biological implications of the peculiar solubilization state of melatonin in reversed micelles are discussed.",
author = "{Turco Liveri}, Vincenzo and David Bongiorno and Leopoldo Ceraulo and Mirella Ferrugia and Ruggirello, {Angela Monia} and Cristina Giordano and Felice Filizzola",
year = "2004",
language = "English",
pages = "251--262",
journal = "Default journal",

}

TY - JOUR

T1 - 1H-NMR and FT-IR study of the state of melatonin confined in membrane models: location and interactions of melatonin in water free lecithin and AOT reversed micelles

AU - Turco Liveri, Vincenzo

AU - Bongiorno, David

AU - Ceraulo, Leopoldo

AU - Ferrugia, Mirella

AU - Ruggirello, Angela Monia

AU - Giordano, Cristina

AU - Filizzola, Felice

PY - 2004

Y1 - 2004

N2 - The state of melatonin confined either in dry lecithin or bis(2-ethylhexyl) sulfosuccinate sodium salt (AOT) reversed micelles has been investigated by H-1-NMR and FT-IR spectroscopies as a function of the melatonin to surfactant molar ratio (R). The analysis of experimental results leads to hypothesize that, independently of R and the surfactant nature and as a consequence of anisotropic melatonin/surfactant interactions, melatonin is totally solubilized in reversed micelles and mainly located by opportune orientation in the nanodomain constituted by the surfactant head groups. The absence of significant spectral changes related to the protons linked to the first carbon atoms of surfactant alkyl chain, indicates a scarce insertion of melatonin into the so-called micellar palisade layer. The possible biological implications of the peculiar solubilization state of melatonin in reversed micelles are discussed.

AB - The state of melatonin confined either in dry lecithin or bis(2-ethylhexyl) sulfosuccinate sodium salt (AOT) reversed micelles has been investigated by H-1-NMR and FT-IR spectroscopies as a function of the melatonin to surfactant molar ratio (R). The analysis of experimental results leads to hypothesize that, independently of R and the surfactant nature and as a consequence of anisotropic melatonin/surfactant interactions, melatonin is totally solubilized in reversed micelles and mainly located by opportune orientation in the nanodomain constituted by the surfactant head groups. The absence of significant spectral changes related to the protons linked to the first carbon atoms of surfactant alkyl chain, indicates a scarce insertion of melatonin into the so-called micellar palisade layer. The possible biological implications of the peculiar solubilization state of melatonin in reversed micelles are discussed.

UR - http://hdl.handle.net/10447/15748

M3 - Article

SP - 251

EP - 262

JO - Default journal

JF - Default journal

ER -