Department of Medicinal Chemistry , University of Minnesota , Minneapolis , Minnesota 55455 , United States.
Org Lett. 2018 Jul 20;20(14):4310-4313. doi: 10.1021/acs.orglett.8b01746. Epub 2018 Jul 10.
The synthesis and characterization of a universal and fluorescent nucleoside, 4-cyanoindole-2'-deoxyribonucleoside (4CIN), and its incorporation into DNA is described. 4CIN is a highly efficient fluorophore with quantum yields >0.90 in water. When incorporated into duplex DNA, 4CIN pairs equivalently with native nucleobases and has uniquely high quantum yields ranging from 0.15 to 0.31 depending on sequence and hybridization contexts, surpassing that of 2-aminopurine, the prototypical nucleoside fluorophore. 4CIN constitutes a new isomorphic nucleoside for diverse applications.
描述了一种通用荧光核苷，4-氰基吲哚-2'-脱氧核苷（4CIN）的合成与表征及其在 DNA 中的掺入。4CIN 是一种高效的荧光团，在水中的量子产率>0.90。当掺入双链 DNA 时，4CIN 与天然核碱基等效配对，并且具有独特的高量子产率，范围从 0.15 到 0.31，具体取决于序列和杂交环境，超过了典型的核苷荧光团 2-氨基嘌呤。4CIN 构成了一种用于各种应用的新同构核苷。
