Department of Biosciences and Nutrition, Karolinska Institutet, Novum, SE-14183 Huddinge, Sweden.
Molecules. 2012 Nov 30;17(12):14174-85. doi: 10.3390/molecules171214174.
Biotin is an important molecule for modern biological studies including, e.g., cellular transport. Its exclusive affinity to fluorescent streptavidin/avidin proteins allows ready and specific detection. As a consequence methods for the attachment of biotin to various biological targets are of high importance, especially when they are very selective and can also proceed in water. One useful method is Hüisgen dipolar [3+2]-cycloaddition, commonly referred to as “click chemistry”. As we reported recently, the activated triple bond donor p-(N-propynoylamino)toluic acid (PATA) gives excellent results when used for conjugations at submicromolar concentrations. Thus, we have designed and synthesized two biotin linkers, with different lengths equipped with this activated triple bond donor and we proceeded with biotinylation of oligonucleotides and C-myc peptide both in solution and on solid support with excellent yields of conversion.
生物素是现代生物学研究中的一个重要分子，例如细胞运输。它与荧光链霉亲和素/亲和素蛋白的独特亲和力使其能够进行快速、特异性的检测。因此，将生物素连接到各种生物靶标的方法非常重要，特别是当它们具有很高的选择性并且可以在水中进行时。一种有用的方法是 Hüisgen 双极性 [3+2]-环加成反应，通常称为“点击化学”。正如我们最近报道的那样，在亚毫摩尔浓度下用于连接时，活性三键供体 p-(N-丙炔酰胺基)苯甲酸（PATA）会产生出色的结果。因此，我们设计并合成了两种带有不同长度的生物素连接子，其中都带有这种活性三键供体，然后在溶液中和固体载体上进行寡核苷酸和 C-myc 肽的生物素化，转化率都非常高。
