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Non-natural lipids: Synthesis and characterization of esters from meta-carborane-1-carboxylic acid
Chemistry and Physics of Lipids ( IF 3.4 ) Pub Date : 2017-09-01 , DOI: 10.1016/j.chemphyslip.2017.08.008
Dhilan C. Tribovane , Matthias S. Scholz

Lipids are defined as apolar molecules comprising as major classes fatty acids and fatty acid esters of normally natural origin. Non-natural components, such as dicarba-closo-dodecaboranes (in short carboranes) can also form acids and esters, which reveal lipid-like properties. Carboranes are synthetic boron clusters featuring ten BH and two CH vertices, organized in icosahedral shape. The highly hydrophobic clusters are organic-inorganic hybrid constructs and can be modified at both the cluster boron and the cluster carbon atoms via adjusted organic reactions. Here, we report the synthesis and characterization of lipid esters from meta-carborane-1-carboxylic acid using a new coupling reagent strategy. Carboranyl esters from long-chain alcohols revealed wax-like properties.



中文翻译:

非天然脂质:碳硼烷-1-羧酸酯的合成与表征

脂质定义为非极性分子,其主要包括通常天然来源的脂肪酸和脂肪酸酯。非天然成分,如dicarba-闭合碳-dodecaboranes(在短碳硼烷)也可以形成酸和酯,其揭示脂质样性质。碳硼烷是合成硼簇,具有十个BH和两个CH顶点,呈二十面体形状组织。高度疏水的簇是有机-无机杂化结构,可以通过调节有机反应在簇硼和簇碳原子上进行修饰。在这里,我们报告使用新的偶联剂策略,由-碳烷-1-羧酸合成和表征脂质酯。来自长链醇的碳硼酸酯显示出蜡状特性。

更新日期:2017-09-01
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