Jump to main content
Jump to site search

Issue 33, 2012
Previous Article Next Article

Capping of oligonucleotides with “clickable” m3G-CAPs

Author affiliations

Abstract

The RNA components of small nuclear ribonucleoproteins (U snRNPs) possess a characteristic 5′-terminal 2,2,7-trimethyl-guanosine CAP structure (m3G-CAP). This cap is an important component of the nuclear localization signal of U snRNPs. Here we report synthesis of four m3G-CAP constructs and the effective attachment of these onto oligonucleotides (ONs) using Cu(I) [3 + 2] cycloaddition (“click chemistry”). The four constructs (1–4, Fig. 1) are equipped with a handle that in principle allows for universal conjugation to any cargo and differ in their complexity starting from m3GpppA(linker) to m3GpppA(OMe)U(OMe)A(linker) that resembles the native m3G-CAP followed by the 2′-O-methylated sequence AUA. The four m3G-CAP containing constructs are equipped with an azide linker and by taking advantage of initial attachment of a novel activated triple bond donor p-aminomethyltoluic acid (PATA) to ONs on solid support we were able to synthesize novel bioconjugates equipped with different constructs carrying the m3G-CAP Nuclear Localisation Signal (NLS) for the investigation of nuclear delivery.

Graphical abstract: Capping of oligonucleotides with “clickable” m3G-CAPs

Back to tab navigation

Supplementary files

Publication details

The article was received on 28 Sep 2012, accepted on 19 Oct 2012 and first published on 08 Nov 2012


Article type: Paper
DOI: 10.1039/C2RA22345G
RSC Adv., 2012,2, 12949-12962

  •   Request permissions

    Capping of oligonucleotides with “clickable” m3G-CAPs

    M. Honcharenko, J. Romanowska, M. Alvira, M. Jezowska, M. Kjellgren, C. I. Edvard Smith and R. Strömberg, RSC Adv., 2012, 2, 12949
    DOI: 10.1039/C2RA22345G

Search articles by author

Spotlight

Advertisements