A new structure-activity relationship for cyanine dyes to improve photostability and fluorescence properties for live cell imaging.

ABSTRACT: A new set of cyanine-indole dyes was synthesized, characterized by optical and cytotoxic properties and subsequently applied for live cell imaging. Furthermore, these dyes were postsynthetically linked covalently to the 2'-position of uridine anchors in presynthesized oligonucleotides using the copper(i)-catalyzed azide-alkyne cycloaddition in order to evaluate their photostability and imaging properties in living cells. The nucleophilicity at position C-2 of the indole part of the dyes was elucidated as key for a new structure-activity relationship that served as a rational guide to improve the photostability and optical properties of these green-emitting dyes for live cell imaging of nucleic acids. While the photostability rises exponentially with decreasing nucleophilicity, thermal blea

SUBMITTER: Schwechheimer C 

PROVIDER: S-EPMC6115680 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature