Triarylborane-"Click" Fluorescent Tag for Orthogonal Amino Acid Labelling, Interactions with DNA, Protein, and Cyclodextrins.

ABSTRACT: The innovative design of a triarylborane (TB)-dye with one NMe₂-alkylated (propargylated) group and one NMe₂ group yielded a system that is both an NMe₂ π-donor and an inductive NMe₂-alkyl cationic acceptor. Consequently, the new TB-dye was highly sensitive to a "click" reaction with an azide-substituted lysine side chain (yielding TB-lysine), resulting in a bathochromic shift of emission of 100 nm. In addition, fluorene attached to the lysine C-terminus showed FRET with the TB-chromophore, also sensitive to interactions with targets. Both the TB-dye and TB-lysine showed high affinities towards both DNA and proteins, reporting binding by an opposite fluorimetric response for DNA/RNA (quenching) vs. BSA (increase). Thus, the novel TB-dye is an ide

SUBMITTER: Jurkovic M 

PROVIDER: S-EPMC10535762 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature