Institut fur Organische Chemie und Chemische Biologie, Johann Wolfgang Goethe Universitat, Frankfurt am Main, Germany.
Bioconjug Chem. 2010 Jun 16;21(6):1043-55. doi: 10.1021/bc900542f.
The development of a fluoride cleavable linker 1 for reversibly labeling (oligo)nucleotides is described here. The linker allows different ways of chemical attachment of a reporter molecule, for example, click chemistry or amide formation. The versatile attachment modes of labels are demonstrated by derivatizations with pyrene and fluorescein. Besides the synthesis of the new linker, we also show the derivatization of iodobenzene as a model compound and a nucleoside to demonstrate the applicability. Further, cleavability studies in solution and on a solid-supported oligonucleotide are shown. The linker can be applied in the synthesis of reversible terminators, useful for new DNA sequencing technologies like cyclic reversibly terminating (CRT) sequencing.
本文描述了一种可裂解的氟化物连接子 1 的开发,用于(寡)核苷酸的可逆标记。该连接子允许报告分子以不同的化学方式进行连接,例如点击化学或酰胺形成。通过与芘和荧光素的衍生化,证明了标签的多功能连接方式。除了新连接子的合成外,我们还展示了碘苯作为模型化合物和核苷的衍生化,以证明其适用性。此外,还展示了在溶液中和在固载寡核苷酸上的可裂解性研究。该连接子可用于合成可逆终止子,可用于循环可逆终止(CRT)测序等新型 DNA 测序技术。