Genetic Code Expansion Facilitates Position‐Selective Labeling of RNA for Biophysical Studies

Abstract: Nature relies on reading and synthesizing the genetic code with high fidelity. Nucleic acid building blocks that are orthogonal to the canonical A‐T and G‐C base‐pairs are therefore uniquely suitable to facilitate position‐specific labeling of nucleic acids. Here, we employ the orthogonal kappa‐xanthosine‐base‐pair for in vitro transcription of labeled RNA. We devised an improved synthetic route to obtain the phosphoramidite of the deoxy‐version of the kappa nucleoside in solid phase synthesis. From this DNA template, we demonstrate the reliable incorporation of xanthosine during in vitro transcription. Using NMR spectroscopy, we show that xanthosine introduces only minor structural changes in an RNA helix. We furthermore synthesized a clickable 7‐deaza‐xanthosine, which allows to site‐specifically modify transcribed RNA molecules with fluorophores or other labels.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Genetic Code Expansion Facilitates Position‐Selective Labeling of RNA for Biophysical Studies ; volume:26 ; number:8 ; year:2020 ; pages:1800-1810 ; extent:11
Chemistry - a European journal ; 26, Heft 8 (2020), 1800-1810 (gesamt 11)

Creator
Hegelein, Andreas
Müller, Diana
Größl, Sylvester
Göbel, Michael
Hengesbach, Martin
Schwalbe, Harald

DOI
10.1002/chem.201904623
URN
urn:nbn:de:101:1-2022060713134442009713
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:28 AM CEST

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