4-4-difluoro-4-bora-3a-4a-diaza-s-indacene and 2--deoxyadenosine-triphosphate

Fluorescent nucleoside triphosphates are powerful probes of DNA synthesis, but their potential use in living animals has been previously underexplored. Here, we report the synthesis and characterization of 7-deaza-(1,2,3-triazole)-2'-deoxyadenosine-5'-triphosphate (dATP) derivatives of tetramethyl rhodamine ("TAMRA-dATP"), cyanine ("Cy3-dATP"), and boron-dipyrromethene ("BODIPY-dATP"). Upon microinjection into live zebrafish embryos, all three compounds were incorporated into the DNA of dividing cells; however, their impact on embryonic toxicity was highly variable, depending on the exact structure of the dye. TAMRA-EdATP exhibited superior characteristics in terms of its high brightness, low toxicity, and rapid incorporation and depletion kinetics in both a vertebrate (zebrafish) and a nematode (

Topics: Animals; Boron Compounds; Caenorhabditis elegans; Carbocyanines; Deoxyadenine Nucleotides; DNA; DNA Replication; Fluorescent Dyes; Optical Imaging; Rhodamines; Zebrafish