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Glycolipids from natural sources: dry liquid crystal properties, hydrogen bonding and molecular mobility of Palm Kernel oil mannosides
Liquid Crystals ( IF 2.2 ) Pub Date : 2020-04-26 , DOI: 10.1080/02678292.2020.1750719
Alfonso Martinez-Felipe 1 , Thamil Selvi Velayutham 2, 3 , Nurul Fadhilah Kamalul Aripin 3, 4 , Marina Yusoff 3, 4 , Emma Farquharson 1 , Rauzah Hashim 3
Affiliation  

ABSTRACT Glycolipids prepared from palm kernel oil, PKO, in tropical regions represent an excellent opportunity to develop new surfactant formulations for cosmeceutical and pharmaceutical applications while contributing to sustainable economies. Here we report the synthesis of a new mannoside obtained from palm kernel oil, aManPKO, and we characterise its thermotropic properties by using DSC, POM, SAXS, WAXS, FT-IR and broadband dielectric spectroscopy. aManPKO exhibits a monotropic smectic phase with a partially interdigitated bilayer structure, similar to its major unsaturated component, the oleyl mannoside with a C18:1 monounsaturated alkyl chain. The smectic phase of aManPKO vitrifies below room temperature, which is associated to the C18:1 component, but also to the activation of short-range motions, ~4 Å, by cleavage of strong hydrogen bonding between the polar heads of the mannosides. The stability of the liquid crystal phase, on the other hand, is linked to the presence of weak hydrogen bonding, whose breakage leads to the activation of long rate motions in the range of the layer distances, ~39 Å. Graphical Abstract

中文翻译:

天然来源的糖脂:棕榈仁油甘露糖苷的干液晶特性、氢键和分子迁移率

摘要 在热带地区由棕榈仁油 PKO 制备的糖脂代表了开发用于药妆品和药物应用的新型表面活性剂配方同时有助于可持续经济的绝佳机会。在这里,我们报告了从棕榈仁油中获得的新甘露糖苷 aManPKO 的合成,并通过使用 DSC、POM、SAXS、WAXS、FT-IR 和宽带介电光谱表征了其热致特性。aManPKO 表现出具有部分交叉双层结构的单向近晶相,类似于其主要不饱和成分,具有 C18:1 单不饱和烷基链的油基甘露糖苷。aManPKO 的近晶相在室温以下玻璃化,这与 C18:1 组分有关,但也与短程运动的激活有关,~4 Å,通过甘露糖苷极性头之间强氢键的裂解。另一方面,液晶相的稳定性与弱氢键的存在有关,其断裂导致在层距范围内激活长速率运动,~39 Å。图形概要
更新日期:2020-04-26
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