Issue 39, 2015

Site-specific enzymatic introduction of a norbornene modified unnatural base into RNA and application in post-transcriptional labeling

Abstract

Inverse electron demand Diels–Alder cycloadditions have proven to be extremely useful for mild and additive-free orthogonal labeling of biomolecules, amongst others, for RNA labeling in vitro and in a cellular context. Here we present a method for site-specific introduction of an alkene modification into RNA via T7 in vitro transcription. For this, an unnatural, hydrophobic base pairing system developed by Romesberg and coworkers was modified introducing one or two norbornene moieties at predefined positions into RNA oligonucleotides in an in vitro transcription reaction. This allows post-transcriptional functionalization of these RNA molecules with tetrazine derivatives containing for instance fluorophores or biotin.

Graphical abstract: Site-specific enzymatic introduction of a norbornene modified unnatural base into RNA and application in post-transcriptional labeling

Supplementary files

Article information

Article type
Communication
Submitted
01 Mar 2015
Accepted
31 Mar 2015
First published
08 Apr 2015

Chem. Commun., 2015,51, 8253-8256

Site-specific enzymatic introduction of a norbornene modified unnatural base into RNA and application in post-transcriptional labeling

C. Domnick, F. Eggert and S. Kath-Schorr, Chem. Commun., 2015, 51, 8253 DOI: 10.1039/C5CC01765C

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