Alkyl-mannoside derivatives: Glycolipids able to form big size aggregates

C. Sandoval-Altamirano, S. A. Sanchez, N. Pizarro, J. Morales, G. Gunther

Resultado de la investigación: Article

Resumen

Three different series of alkyl mannoside derivatives have been synthesized, designing the hydrophobic portion to provide different topology to the surfactant and, hence, modulating their aggregation properties. The aggregates formed were characterized using both physical and photophysical methodologies, such as surface tension, dynamic light scattering, and emission of selected fluorescent probes. The non-ionic sugar surfactants have been widely used in studies of membrane solubilization and protein purification. Indeed, mannoside unit, nonionic and hydrophilic, can be selectively recognized by several lectins, which are proteins present in different membranes. Then, the specific interactions of these derivatives incorporated into synthetic bilayers with lectins have been studied and reported. In this work, monoalkyl derivatives with a presumably conical shape and dialkyl derivatives with cylindrical ones, including also a third family with a hydrophilic spacer were studied. These compounds are able to self-aggregate to form micelle like structures or bilayers despite their topology. Additionally, they are able to form bilayers, using cosurfactants like cholesterol.

IdiomaEnglish
PublicaciónJournal of Physical Organic Chemistry
DOI
EstadoAccepted/In press - 1 ene 2018

Huella dactilar

Mannosides
Glycolipids
topology
surfactants
membranes
Derivatives
proteins
cholesterol
sugars
Lectins
purification
Surface-Active Agents
spacers
light emission
micelles
interfacial tension
light scattering
Topology
methodology
probes

Keywords

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Organic Chemistry

    Citar esto

    Sandoval-Altamirano, C. ; Sanchez, S. A. ; Pizarro, N. ; Morales, J. ; Gunther, G. / Alkyl-mannoside derivatives : Glycolipids able to form big size aggregates. En: Journal of Physical Organic Chemistry. 2018.
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    title = "Alkyl-mannoside derivatives: Glycolipids able to form big size aggregates",
    abstract = "Three different series of alkyl mannoside derivatives have been synthesized, designing the hydrophobic portion to provide different topology to the surfactant and, hence, modulating their aggregation properties. The aggregates formed were characterized using both physical and photophysical methodologies, such as surface tension, dynamic light scattering, and emission of selected fluorescent probes. The non-ionic sugar surfactants have been widely used in studies of membrane solubilization and protein purification. Indeed, mannoside unit, nonionic and hydrophilic, can be selectively recognized by several lectins, which are proteins present in different membranes. Then, the specific interactions of these derivatives incorporated into synthetic bilayers with lectins have been studied and reported. In this work, monoalkyl derivatives with a presumably conical shape and dialkyl derivatives with cylindrical ones, including also a third family with a hydrophilic spacer were studied. These compounds are able to self-aggregate to form micelle like structures or bilayers despite their topology. Additionally, they are able to form bilayers, using cosurfactants like cholesterol.",
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    Alkyl-mannoside derivatives : Glycolipids able to form big size aggregates. / Sandoval-Altamirano, C.; Sanchez, S. A.; Pizarro, N.; Morales, J.; Gunther, G.

    En: Journal of Physical Organic Chemistry, 01.01.2018.

    Resultado de la investigación: Article

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    T2 - Journal of Physical Organic Chemistry

    AU - Sandoval-Altamirano, C.

    AU - Sanchez, S. A.

    AU - Pizarro, N.

    AU - Morales, J.

    AU - Gunther, G.

    PY - 2018/1/1

    Y1 - 2018/1/1

    N2 - Three different series of alkyl mannoside derivatives have been synthesized, designing the hydrophobic portion to provide different topology to the surfactant and, hence, modulating their aggregation properties. The aggregates formed were characterized using both physical and photophysical methodologies, such as surface tension, dynamic light scattering, and emission of selected fluorescent probes. The non-ionic sugar surfactants have been widely used in studies of membrane solubilization and protein purification. Indeed, mannoside unit, nonionic and hydrophilic, can be selectively recognized by several lectins, which are proteins present in different membranes. Then, the specific interactions of these derivatives incorporated into synthetic bilayers with lectins have been studied and reported. In this work, monoalkyl derivatives with a presumably conical shape and dialkyl derivatives with cylindrical ones, including also a third family with a hydrophilic spacer were studied. These compounds are able to self-aggregate to form micelle like structures or bilayers despite their topology. Additionally, they are able to form bilayers, using cosurfactants like cholesterol.

    AB - Three different series of alkyl mannoside derivatives have been synthesized, designing the hydrophobic portion to provide different topology to the surfactant and, hence, modulating their aggregation properties. The aggregates formed were characterized using both physical and photophysical methodologies, such as surface tension, dynamic light scattering, and emission of selected fluorescent probes. The non-ionic sugar surfactants have been widely used in studies of membrane solubilization and protein purification. Indeed, mannoside unit, nonionic and hydrophilic, can be selectively recognized by several lectins, which are proteins present in different membranes. Then, the specific interactions of these derivatives incorporated into synthetic bilayers with lectins have been studied and reported. In this work, monoalkyl derivatives with a presumably conical shape and dialkyl derivatives with cylindrical ones, including also a third family with a hydrophilic spacer were studied. These compounds are able to self-aggregate to form micelle like structures or bilayers despite their topology. Additionally, they are able to form bilayers, using cosurfactants like cholesterol.

    KW - Aggregation

    KW - Alkyl mannoside

    KW - Micelles

    KW - Vesicles

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