Refine
Has Fulltext
- yes (5)
Is part of the Bibliography
- yes (5)
Document Type
- Journal article (2)
- Preprint (2)
- Doctoral Thesis (1)
Language
- English (5)
Keywords
- Aldehyde Bioconjugation (1)
- Bioorthogonal Tag (1)
- Crystal structure of MTR1 (1)
- DNA catalysis (1)
- Deoxyribozyme (1)
- Fluorescence and Crosslinking (1)
- Methylierung (1)
- Methyltransferase (1)
- Methyltransferase Ribozyme MTR1 (1)
- RNA (1)
- RNA Labelling (1)
- RNA labeling (1)
- RNA ligation (1)
- RNA-catalyzed RNA methylation (1)
- Ribozym (1)
- Ribozyme (1)
- Ribozyme-catalyzed RNA labeling (1)
- SELEX (1)
- X-ray crystallography (1)
- covalent and site-specific RNA labeling (1)
- in vitro selection (1)
- in vitro selection from a structured RNA library (1)
- intermolecular applications of ribozymes (1)
- trans-acting 2'-5' adenylyl transferase ribozymes (1)
Institute
Sonstige beteiligte Institutionen
EU-Project number / Contract (GA) number
- 682586 (3)
Site-specific introduction of biorthogonal handles into RNAs is in high demand for decorating RNAs with fluorophores, affinity labels or other modifications. Aldehydes represent attractive functional groups for post-synthetic bioconjugation reactions. Here, we report a ribozyme-based method for the synthesis of aldehyde-functionalized RNA by directly converting a purine nucleobase. Using the methyltransferase ribozyme MTR1 as an alkyltransferase, the reaction is initiated by site-specific N1 benzylation of purine, followed by nucleophilic ring opening and spontaneous hydrolysis under mild conditions to yield a 5-amino-4-formylimidazole residue in good yields. The modified nucleotide is accessible to aldehyde-reactive probes, as demonstrated by the conjugation of biotin or fluorescent dyes to short synthetic RNAs and tRNA transcripts. Upon fluorogenic condensation with a 2,3,3-trimethylindole, a novel hemicyanine chromophore was generated directly on the RNA. This work expands the MTR1 ribozyme’s area of application from a methyltransferase to a tool for site-specific late-stage functionalization of RNA.