Journal ArticleDOI
Synthesis of 2'-o,3'-c-linked bicyclic nucleosides and bicyclic oligonucleotides
TLDR
The 3′-C-allyl furanose 4 has been used as a precursor for synthesis of the novel 2′-O,3′- C-linked bicyclic thymine nucleosides 15, 16, 20 and 25 and is incorporated into oligodeoxynucleotides.Abstract:
The 3′-C-allyl furanose 4 has been used as a precursor for synthesis of the novel 2′-O,3′-C-linked bicyclic thymine nucleosides 15, 16, 20 and 25. The three bicyclic β-nucleosides 15, 20 and 25 have been incorporated into oligodeoxynucleotides. One of these nucleosides, dioxabicyclo[3.3.0]octane derivative 25, induces increased thermal stability of duplexes towards complementary RNA.read more
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Patent
Bicyclonucleoside and oligonucleotide analogues
Takeshi Imanishi,Satoshi Obika +1 more
TL;DR: An oligo- or polynucleotide analogue having one or more structures of the general formula where B is a pyrimidine or purine nucleic acid base, or an analogue thereof, is disclosed in this paper.
Patent
Novel bicyclonucleoside and oligonucleotide analogues
Takeshi Imanishi,Satoshi Obika +1 more
TL;DR: Oligo- or polynucleotide analogues each having one or two structures represented by general formula (I) wherein B represents pyrimidine or purine nucleic acid base or analogue thereof.
Journal ArticleDOI
LNA (Locked Nucleic Acid): An RNA Mimic Forming Exceedingly Stable LNA:LNA Duplexes
Alexei A. Koshkin,Poul Nielsen,Michael Meldgaard,Vivek K. Rajwanshi,Sanjay K. Singh,Jesper Wengel +5 more
Patent
Novel nucleosides and oligonucleotide analogues
TL;DR: In this paper, the same authors presented novel oligonucleotide analogues prepared by using the same as the intermediate and exhibiting stable and excellent antisense activities and so on, wherein R and R are each independently hydrogen, a hydroxyl-protecting group, a phosphoric acid group, or -P(R )R (wherein R is each independently C 1-C5 cyanoalkoxy, amino substituted with C1-C4 alkyl, or the like).
References
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Journal ArticleDOI
Gene inhibition using antisense oligodeoxynucleotides.
TL;DR: Improvements in ODN chemistry and cellular delivery techniques now allow for more potent and specific gene inhibition.
Journal ArticleDOI
Nucleoside syntheses, XXII1) Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalysts
TL;DR: The Lewis acids (CH3)3SiOSO2CF3 (3), CH3 5S iOSO2C4F9 (6), and CH3 3SiClO4 (4) are highly selective and efficient Friedel-Crafts catalysts for nucleoside formation form silylated heterocycles and peracylated sugars as discussed by the authors.
Journal ArticleDOI
Nucleoside Syntheses, XXIII1) On the Mechanism of Nucleoside Synthesis
Helmut Vorbrüggen,Gerhard Höfle +1 more
TL;DR: In this paper, the authors discuss the probable mechanism of nucleoside synthesis and the factors which influence course and yield of the nucleosid synthesis process, including the formation of the electrophilic sugar cation.
Journal ArticleDOI
Nucleosides with a twist. Can fixed forms of sugar ring pucker influence biological activity in nucleosides and oligonucleotides
Victor E. Marquez,Maqbool A. Siddiqui,Abdallah Ezzitouni,Pamela Russ,Jianying Wang,Richard W. Wagner,Mark D. Matteucci +6 more
TL;DR: In this article, a bicyclo[310]hexane template was used to fix the ring pucker of 2'-deoxy-methanocarba-nucleosides to values corresponding to either one of these two extreme conformations that are typical of nucleosides.
Journal ArticleDOI
In vivo studies with antisense oligonucleotides
Saghir Akhtar,Sudhir Agrawal +1 more
TL;DR: The purpose of this article is to review the current literature on in vioo pre-clinical and clinical studies with a view to assessing the extent to which antisense oligonucleotides have ‘lived up’ to their initial therapeutic potential and expectations.