University of Bonn, Pharmaceutical Institute, Pharmaceutical Chemistry I & II, An der Immenburg 4, D-53121 Bonn, Germany; University of Lisbon, Faculty of Pharmacy, Pharmaceutical Chemistry, 1649-003 Lisbon, Portugal.
University of Bonn, Pharmaceutical Institute, Pharmaceutical Chemistry I & II, An der Immenburg 4, D-53121 Bonn, Germany.
Chem Phys Lipids. 2018 Jan;210:149-154. doi: 10.1016/j.chemphyslip.2017.08.008. Epub 2017 Sep 1.
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.
脂质被定义为包含脂肪酸和脂肪酸酯的非极性分子，其通常来源于天然产物。非天然成分，如二碳硼烷（简称 carboranes），也可以形成酸和酯，这些酸和酯具有类脂特性。碳硼烷是一种具有十个 BH 和两个 CH 顶点的硼簇化合物，呈二十面体形状。这些高度疏水的簇是有机-无机杂化结构，可以通过调整的有机反应在簇硼原子和簇碳原子上进行修饰。在这里，我们报告了使用新的偶联试剂策略，从间位碳硼烷-1-羧酸合成脂类酯的方法。长链醇的碳硼烷酯具有蜡状特性。
