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. 2021 Feb;1(2):e42.
doi: 10.1002/cpz1.42.

Traceless Staudinger Ligation for Bioconjugation of RNA

Camélia Kitoun  1 , Matthieu Fonvielle  2 , Michel Arthur  2 , Mélanie Etheve-Quelquejeu  1 , Laura Iannazzo  1
Affiliations

Traceless Staudinger Ligation for Bioconjugation of RNA

Camélia Kitoun et al. Curr Protoc. 2021 Feb.

Erratum in

Abstract

Staudinger ligation is an attractive bioorthogonal reaction for use in studying biomolecules due to its capacity to form a native amide bond between a tag and a biomolecule. Here, we explore the traceless variant of the Staudinger ligation for 3'-end modification of oligoribonucleotides. The procedure involves (i) synthesis of phosphine-containing reactive groups, affinity purification tags, or photoactivatable benzophenone probe, (ii) synthesis of 2'-azido dinucleotides and 24-nt RNA, and (iii) traceless Staudinger ligation experiments. Each phosphine was characterized by 1 H, 13 C, and 31 P NMR and high-resolution spectrometry and the functionalized nucleotides were characterized by LC/MS. © 2021 Wiley Periodicals LLC. Basic Protocol 1: Synthesis of phosphines Basic Protocol 2: Synthesis of dinucleotides 4 and 5 Basic Protocol 3: Synthesis of modified RNA 6 Basic Protocol 4: Traceless Staudinger reactions on a dinucleotide Basic Protocol 5: Traceless Staudinger reaction on RNA.

Keywords: 2′-azido-adenosine; RNA; dinucleotide; phosphine; traceless Staudinger ligation.

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References

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