含核苷酸的苯亚甲基四氢蒽酮近红外荧光团用于检测 DNA 复制、二级结构和相互作用。
Nucleotide-Bearing Benzylidene-Tetrahydroxanthylium Near-IR Fluorophore for Sensing DNA Replication, Secondary Structures and Interactions.
机构信息
Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nam. 2, 16610, Prague 6, Czech Republic.
Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 12843, Prague 2, Czech Republic.
出版信息
Chemistry. 2020 Sep 16;26(52):11950-11954. doi: 10.1002/chem.202003192. Epub 2020 Aug 17.
Abstract
Thymidine triphosphate bearing benzylidene-tetrahydroxanthylium near-IR fluorophore linked to the 5-methyl group via triazole was synthesized through the CuAAC reaction and was used for polymerase synthesis of labelled DNA probes. The fluorophore lights up upon incorporation to DNA (up to 348-times) presumably due to interactions in major groove and the fluorescence further increases in the single-stranded oligonucleotide. The labelled dsDNA senses binding of small molecules and proteins by a strong decrease of fluorescence. The nucleotide was used as a light-up building block in real-time PCR for detection of SARS-CoV-2 virus.
摘要
通过铜催化的叠氮-炔环加成（CuAAC）反应合成了胸腺嘧啶核苷三磷酸（TTP），在 5-甲基位置通过三氮唑键连接苯亚甲基-四氢黄嘌呤近红外荧光团，用于聚合酶合成标记的 DNA 探针。该荧光团在掺入 DNA 时会发光（高达 348 倍），可能是由于在主沟中的相互作用，并且在单链寡核苷酸中荧光进一步增加。标记的 dsDNA 通过荧光强度的显著降低来检测小分子和蛋白质的结合。该核苷酸被用作实时 PCR 中的点亮构建块，用于检测 SARS-CoV-2 病毒。
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