title: A Bioorthogonal Near-Infrared Fluorogenic Probe for mRNA Detection.
abstract: There is significant interest in developing methods that visualize and detect RNA. Bioorthogonal template-driven tetrazine ligations could be a powerful route to visualizing nucleic acids in native cells, yet past work has been limited with respect to the diversity of fluorogens that can be activated via a tetrazine reaction. Herein we report a novel bioorthogonal tetrazine uncaging reaction that harnesses tetrazine reactivity to unmask vinyl ether caged fluorophores spanning the visible spectrum, including a near-infrared (NIR)-emitting cyanine dye. Vinyl ether caged fluorophores and tetrazine partners are conjugated to high-affinity antisense nucleic acid probes, which show highly selective fluorogenic reactivity when annealed to their respective target RNA sequences. A target sequence in the 3' untranslated region of an expressed mRNA was detected in live cells employing appropriate nucleic acid probes bearing a tetrazine-reactive NIR fluorogen. Given the expansion of tetrazine fluorogenic chemistry to NIR dyes, we believe highly selective proximity-induced fluorogenic tetrazine reactions could find broad uses in illuminating endogenous biomolecules in cells and tissues.
authors: Department of Chemistry and Biochemistry, University of California, San Diego , La Jolla, California 92093, United States.
authors: Haoxing
authors: H
authors: Wu
authors: Department of Chemistry and Biochemistry, University of California, San Diego , La Jolla, California 92093, United States.
authors: Seth C
authors: SC
authors: Alexander
authors: Department of Chemistry and Biochemistry, University of California, San Diego , La Jolla, California 92093, United States.
authors: Shuaijiang
authors: S
authors: Jin
authors: Department of Chemistry and Biochemistry, University of California, San Diego , La Jolla, California 92093, United States.
authors: Neal K
authors: NK
authors: Devaraj
mesh_terms: D000818:Animals; D016466:CHO Cells; D002470:Cell Survival; D003412:Cricetulus; D005456:Fluorescent Dyes / Q000737:chemistry*; D007259:Infrared Rays; D012333:RNA, Messenger / Q000032:analysis* / Q000737:chemistry*
chemical_list: D005456:Fluorescent Dyes; D012333:RNA, Messenger