171284-47-2Relevant articles and documents
How to find the optimal partner - Studies of snurportin 1 interactions with U snRNA 5′ TMG-cap analogues containing modified 2-amino group of 7-methylguanosine
Piecyk, Karolina,Niedzwiecka, Anna,Ferenc-Mrozek, Aleksandra,Lukaszewicz, Maciej,Darzynkiewicz, Edward,Jankowska-Anyszka, Marzena
, p. 4660 - 4668 (2015)
Snurportin 1 is an adaptor protein that mediates the active nuclear import of uridine-rich small nuclear RNAs (U snRNA) by the importin-β receptor pathway. Its cellular activity influences the overall transport yield of small ribonucleoprotein complexes containing N2,N2,7-trimethylguanosine (TMG) capped U snRNA. So far little is still known about structural requirements related to molecular recognition of the trimethylguanosine moiety by snurportin in solution. Since these interactions are of a great biomedical importance, we synthesized a series of new 7-methylguanosine cap analogues with extended substituents at the exocyclic 2-amino group to gain a deeper insight into how the TMG-cap is adapted into the snurportin cap-binding pocket. Prepared chemical tools were applied in binding assays using emission spectroscopy. Surprisingly, our results revealed strict selectivity of snurportin towards the TMG-cap structure that relied mainly on its structural stiffness and compactness.
Solid-phase synthesis and hybrization behavior of partially 2′/3′-O-acetylated RNA oligonucleotides
Xu, Jianfeng,Duffy, Colm D.,Chan, Christopher K. W.,Sutherland, John D.
, p. 3311 - 3326 (2014/05/06)
Synthesis of partially 2′/3′-O-acetylated oligoribonucleotides has been accomplished by using a 2′/3′-O-acetyl orthogonal protecting group strategy in which non-nucleophilic strong-base (DBU) labile nucleobase protecting groups and a UV-light cleavable linker were used. Strong-base stability of the photolabile linker allowed on-column nucleobase and phosphate deprotection, followed by a mild cleavage of the acetylated oligonucleotides from the solid support with UV light. Two 17nt oligonucleotides, which were synthesized possessing one specific internal 2′- or 3′-acetyl group, were used as synthetic standards in a recent report from this laboratory detailing the prebiotically plausible ligation of RNA oligonucleotides. In order to further investigate the effect of 2′/3′-O-acetyl groups on the stability of RNA duplex structure, two complementary bis-acetylated RNA oligonucleotides were also expediently obtained with the newly developed protocols. UV melting curves of 2′-O-acetylated RNA duplexes showed a consistent ~3.1 °C decrease in Tm per 2′-O-acetyl group.
A modified guanosine phosphoramidite for click functionalization of RNA on the sugar edge
Seidu-Larry, Salifu,Krieg, Bettina,Hirsch, Markus,Helm, Mark,Domingo, Olwen
supporting information, p. 11014 - 11016 (2013/01/15)
A propargyl containing guanosine phosphoramidite was synthesized and incorporated into siRNA, enabling click-ligation with an azido fluorophore onto the nucleobase sugar edge. Duplex stability was not affected by labeling at this new site, which allowed deconvolution of the effects of label, structure and attachment site on RNAi activity.