Distribution of Zwitter-Ionic Tryptophan between the Micelles of 1-Dodecyl-3-Methyl Imidazolium and Aqueous Medium from Molecular Dynamic Simulation

Результат исследований: Научные публикации в периодических изданияхстатья

Выдержка

Ionic liquids that form micelles have great potential as drug carriers and separating agents for
bioactive
substances. For such applications, a key issue is the distribution of the target substance between
the micelle and its environment. We perform MD simulations to study solubilization of
zwitter-ionic tryptophan in micelles of 1-dodecyl-3-methylimidazolium bromide. We found that the
distribution of tryptophan depends strongly on the degree of counterion binding. A decrease in
binding of bromide counterions leads to a substantial increase of the distribution coefficient. A
dense layer of counterions at the micellar surface impedes the solubilization of the zwitter-ionic
tryptophan but at the same time the presence of such a dense layer obstructs the washout of the
solubilized tryptophan molecules from the micelle. Based on our simulation data, we conclude that
an increase of the distribution coefficient of tryptophan between the micelle and water may be
achieved by several means: by introducing counterions that bind weakly to the micelle (bulky
ions whose charge is not strongly localized) and/or by employing micelle-forming ionic liquids
with shorter alkyl chains to diminish the degree of
counterion binding.
Язык оригиналаанглийский
Номер статьи10.1039/c8cp02488j
Страницы (с-по)23747-23753
ЖурналPhysical Chemistry Chemical Physics
Том20
СостояниеОпубликовано - 29 авг 2018

Отпечаток

tryptophan
Micelles
Tryptophan
Molecular dynamics
micelles
molecular dynamics
Computer simulation
simulation
Ionic Liquids
Bromides
bromides
Drug Carriers
ion charge
fallout
data simulation
liquids
drugs
Ions
Molecules
Water

Цитировать

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title = "Distribution of Zwitter-Ionic Tryptophan between the Micelles of 1-Dodecyl-3-Methyl Imidazolium and Aqueous Medium from Molecular Dynamic Simulation",
abstract = "Ionic liquids that form micelles have great potential as drug carriers and separating agents for bioactivesubstances. For such applications, a key issue is the distribution of the target substance between the micelle and its environment. We perform MD simulations to study solubilization of zwitter-ionic tryptophan in micelles of 1-dodecyl-3-methylimidazolium bromide. We found that the distribution of tryptophan depends strongly on the degree of counterion binding. A decrease in binding of bromide counterions leads to a substantial increase of the distribution coefficient. A dense layer of counterions at the micellar surface impedes the solubilization of the zwitter-ionic tryptophan but at the same time the presence of such a dense layer obstructs the washout of the solubilized tryptophan molecules from the micelle. Based on our simulation data, we conclude that an increase of the distribution coefficient of tryptophan between the micelle and water may be achieved by several means: by introducing counterions that bind weakly to the micelle (bulky ions whose charge is not strongly localized) and/or by employing micelle-forming ionic liquids with shorter alkyl chains to diminish the degree ofcounterion binding.",
author = "Elena Belyaeva and Ванин, {Александр Александрович} and Викторов, {Алексей Исмаилович}",
year = "2018",
month = "8",
day = "29",
language = "English",
volume = "20",
pages = "23747--23753",
journal = "Physical Chemistry Chemical Physics",
issn = "1463-9076",
publisher = "Royal Society of Chemistry",

}

Distribution of Zwitter-Ionic Tryptophan between the Micelles of 1-Dodecyl-3-Methyl Imidazolium and Aqueous Medium from Molecular Dynamic Simulation. / Belyaeva, Elena; Ванин, Александр Александрович; Викторов, Алексей Исмаилович.

В: Physical Chemistry Chemical Physics, Том 20, 10.1039/c8cp02488j, 29.08.2018, стр. 23747-23753.

Результат исследований: Научные публикации в периодических изданияхстатья

TY - JOUR

T1 - Distribution of Zwitter-Ionic Tryptophan between the Micelles of 1-Dodecyl-3-Methyl Imidazolium and Aqueous Medium from Molecular Dynamic Simulation

AU - Belyaeva, Elena

AU - Ванин, Александр Александрович

AU - Викторов, Алексей Исмаилович

PY - 2018/8/29

Y1 - 2018/8/29

N2 - Ionic liquids that form micelles have great potential as drug carriers and separating agents for bioactivesubstances. For such applications, a key issue is the distribution of the target substance between the micelle and its environment. We perform MD simulations to study solubilization of zwitter-ionic tryptophan in micelles of 1-dodecyl-3-methylimidazolium bromide. We found that the distribution of tryptophan depends strongly on the degree of counterion binding. A decrease in binding of bromide counterions leads to a substantial increase of the distribution coefficient. A dense layer of counterions at the micellar surface impedes the solubilization of the zwitter-ionic tryptophan but at the same time the presence of such a dense layer obstructs the washout of the solubilized tryptophan molecules from the micelle. Based on our simulation data, we conclude that an increase of the distribution coefficient of tryptophan between the micelle and water may be achieved by several means: by introducing counterions that bind weakly to the micelle (bulky ions whose charge is not strongly localized) and/or by employing micelle-forming ionic liquids with shorter alkyl chains to diminish the degree ofcounterion binding.

AB - Ionic liquids that form micelles have great potential as drug carriers and separating agents for bioactivesubstances. For such applications, a key issue is the distribution of the target substance between the micelle and its environment. We perform MD simulations to study solubilization of zwitter-ionic tryptophan in micelles of 1-dodecyl-3-methylimidazolium bromide. We found that the distribution of tryptophan depends strongly on the degree of counterion binding. A decrease in binding of bromide counterions leads to a substantial increase of the distribution coefficient. A dense layer of counterions at the micellar surface impedes the solubilization of the zwitter-ionic tryptophan but at the same time the presence of such a dense layer obstructs the washout of the solubilized tryptophan molecules from the micelle. Based on our simulation data, we conclude that an increase of the distribution coefficient of tryptophan between the micelle and water may be achieved by several means: by introducing counterions that bind weakly to the micelle (bulky ions whose charge is not strongly localized) and/or by employing micelle-forming ionic liquids with shorter alkyl chains to diminish the degree ofcounterion binding.

M3 - Article

VL - 20

SP - 23747

EP - 23753

JO - Physical Chemistry Chemical Physics

JF - Physical Chemistry Chemical Physics

SN - 1463-9076

M1 - 10.1039/c8cp02488j

ER -