title: A cyclopropene-modified nucleotide for site-specific RNA labeling using genetic alphabet expansion transcription.
abstract: Site-specific RNA modification with methyl cyclopropene moieties is performed by T7 in vitro transcription. An existing unnatural base is functionalized with a cyclopropene moiety and used in transcription reactions to produce site-specifically cyclopropene-modified RNA molecules. The posttranscriptional inverse electron demand Diels-Alder cycloaddition reaction with a selected tetrazine-fluorophore conjugate is demonstrated.
authors.affiliation: LIMES Institute, Chemical Biology & Medicinal Chemistry Unit, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, Germany. skath@uni-bonn.de.
authors.forename: F
authors.initials: F
authors.lastname: Eggert
authors.forename: S
authors.initials: S
authors.lastname: Kath-Schorr
mesh_terms: D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry*; D012321:DNA-Directed RNA Polymerases / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry*; D009841:Oligonucleotides / Q000096:biosynthesis / Q000737:chemistry; D012313:RNA / Q000737:chemistry / Q000378:metabolism*; D021241:Spectrometry, Mass, Electrospray Ionization; D014158:Transcription, Genetic; D014764:Viral Proteins / Q000378:metabolism
chemical_list: D003521:Cyclopropanes; D005456:Fluorescent Dyes; D009841:Oligonucleotides; D014764:Viral Proteins; D012313:RNA; C021985:cyclopropene; C062210:bacteriophage T7 RNA polymerase; D012321:DNA-Directed RNA Polymerases