Herein, we report the synthesis and characterization of direct carborane-peptide conjugates. Carboranes are non-natural and extremely hydrophobic compounds and turned out to be suitable pharmacophores for diverse biological applications. In this work, we established an efficient procedure for the coupling of carboranes to peptides on solid support. We identified the coupling of carborane-1-carboxylic acids to amino groups to be superior to those with hydroxy- or sulfhydryl-groups. The carborane-peptide conjugates showed remarkably prolonged, and carborane isomer dependent chromatographic retention times. This effect can be used to generate non-natural lipopeptides with fine-tuned properties.

在本文中，我们报道了直接碳硼烷-肽共轭物的合成和表征。碳硼烷是非天然且极疏水的化合物，被证明是适用于多种生物学应用的药效基团。在这项工作中，我们建立了将碳硼烷与固体支持物上的肽偶联的有效程序。我们发现，碳硼烷-1-羧酸与氨基的偶联要优于具有羟基或巯基的氨基。碳硼烷-肽共轭物显着延长，并且碳硼烷异构体依赖色谱保留时间。该作用可用于产生具有微调特性的非天然脂肽。