110894-23-0Relevant articles and documents
RNA interference agent, method for producing same, and use therefor
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Page/Page column 14; 15; 16, (2018/07/15)
Provided is an RNA interference agent, with which a suppression effect on the off-target effect can be obtained with a simple system. The disclosures relate to an RNA interference agent provided with a single-stranded oligonucleotide passenger strand having one or two or more PAZ domain low-affinity units at the 3′-end.
Synthesis of non-natural sequence-encoded polymers using phosphoramidite chemistry
Al Ouahabi, Abdelaziz,Charles, Laurence,Lutz, Jean-Fran?ois
, p. 5629 - 5635 (2015/05/13)
Sequence-defined non-natural polyphosphates were prepared using iterative phosphoramidite protocols on a polystyrene solid support. Three monomers were used in this work: 2-cyanoethyl (3-dimethoxytrityloxy-propyl) diisopropylphosphoramidite (0), 2-cyanoethyl (3-dimethoxytrityloxy-2,2-dimethyl-propyl) diisopropylphosphoramidite (1), and 2-cyanoethyl (3-dimethoxytrityloxy-2,2-dipropargyl-propyl) diisopropylphosphoramidite (1′). Phosphoramidite coupling steps allowed rapid synthesis of homopolymers and copolymers. In particular, the comonomers (0, 1), (0, 1′), and (1, 1′) were used to synthesize sequence-encoded copolymers. It was found that long encoded sequences could be easily built using phosphoramidite chemistry. ESI-HRMS, MALDI-HRMS, NMR, and size exclusion chromatography analyses indicated the formation of monodisperse polymers with controlled comonomer sequences. The polymers obtained with the comonomers (0, 1′) and (1, 1′) were also modified by copper-catalyzed azide-alkyne cycloaddition with a model azide compound, namely 11-azido-3,6,9-trioxaundecan-1-amine. 1H and 13C NMR analysis evidenced quantitative modification of the alkyne side-chains of the monodisperse copolymers. Thus, the molecular structure of the coding monomer units can be easily varied after polymerization. Altogether, the present results open up interesting avenues for the design of information-containing macromolecules.
Enzymatic combinatorial nucleoside deletion scanning mutagenesis of functional RNA
Wawrzyniak-Turek, Katarzyna,H?bartner, Claudia
supporting information, p. 10937 - 10940 (2014/11/08)
We describe a general and simple method to identify catalytically and structurally important nucleotides in functional RNAs. Our approach is based on statistical replacement of each nucleoside with a non-nucleosidic spacer (C3 linker, Δ), followed by sepa
Hydroxyalkylated phosphoramidate, phosphoramidothioate and phosphorodiamidothioate derivatives as thiophosphate protecting groups in the development of thermolytic DNA prodrugs
Grajkowski, Andrzej,Cieslak, Jacek,Gapeev, Alexei,Beaucage, Serge L.
experimental part, p. 880 - 887 (2010/08/04)
The hydroxyalkylated phosphoramidate 4a, phosphoramidothioates 4b, 4e-j, and phosphorodiamidothioates 4c and 4d have been identified as a new class of heat-sensitive thiophosphate protecting groups in the development of thermolytic immunomodulatory DNA prodrugs. These alcohols are converted to their deoxyribonucleoside phosphoramidite derivatives 6a-j, which are then used in the preparation of the thermosensitive dinucleoside phosphorothioates 7a-j. The negatively charged thiophosphate protecting groups of 7a-b and 7e-j presumably undergo thermolytic cyclodeesterification at elevated temperature under essentially neutral conditions. The thiophosphate protecting groups of 7e and 7f show relatively rapid deprotection kinetics at 37 °C (t1/2 = 20 and 42 h, respectively) and are therefore suitable for the protection of phosphodiester functions flanking the CpG motifs of immunomodulatory DNA sequences, whereas the thiophosphate protecting groups of 7g-j with thermolytic deprotection half-lives in the range of 94-265 h at 37 °C are more appropriate for the thiophosphate protection of CpG motifs. Furthermore, the thermostability of the group protecting the thiophosphate function of 7a (t 1/2 = 82 min at 90 °C) should offer adequate protection of the 5'- and/or 3'-terminal phosphodiester functions of DNA prodrugs against ubiquitous extracellular and intracellular exonucleases.
Synthesis, gene-silencing activity and nuclease resistance of 3′-3′-linked double short hairpin RNA
Masuda, Hirofumi,Watanabe, Naoki,Naruoka, Haruna,Nagata, Seigo,Takagaki, Kazuchika,Wada, Takeshi,Yano, Junichi
experimental part, p. 8277 - 8283 (2011/02/22)
To improve the nuclease resistance of siRNA while reducing its induction of an innate immune response and maintaining its biological activity for possible therapeutic application, we designed and synthesized a series of double short hairpin RNAs (dshRNAs)
Short optimally capped duplex DNA as conformationally restricted analogue of B-DNA
Bannwarth,Dorn,Iaiza,Pannekouke
, p. 182 - 193 (2007/10/02)
We describe the synthesis of short double-stranded DNA fragments (see 4 and 13) which are capped on both ends by an optimally designed linker molecule. The new structures are stable with respect to hybrid dissociation and should have implications in physical studies involving double-stranded DNA as well as in the antisense area for the specific modulation of gene expressions.
