214152-30-4Relevant academic research and scientific papers
Carboxylic acids as promoters for internucleotide-bond formation via condensation of a nucleoside phosphoramidite and a nucleoside: Relationship between the acidity and the activity of the promoter
Hayakawa, Yoshihiro,Iwase, Toshihiro,Nurminen, Erkki J.,Tsukamoto, Masaki,Kataoka, Masanori
, p. 2203 - 2209 (2005)
The relationship between the activity and the acidity of a carboxylic acid as a promoter for condensation of a nucleoside phosphoramidite and a nucleoside was investigated. The investigation revealed that the acid, the pKa value of which in acetonitrile i
The synthesis of the Sp and Rp diastereomers of dithymidine boranophosphate
Jin, Yi,Just, George
, p. 6429 - 6432 (1998)
The diastereomers of thymidyl-(3'-5')thymidyl O,O-boranophosphate Sp-4 and Rp-4 were easily separated and transformed to title compounds Sp-7 and Rp-7. Their configurations were assigned by comparison with literature data.
Effect of molecular sieves in the liquid-phase synthesis of nucleotides via the phosphoramidite method
Hayakawa, Yoshihiro,Hirata, Akiyoshi,Sugimoto, Jun-Ichiro,Kawai, Rie,Sakakura, Akira,Kataoka, Masanori
, p. 8823 - 8826 (2001)
It is demonstrated that the reaction of a nucleoside phosphoramidite and a nucleoside aided by a suitable promoter in the presence of molecular sieves 3A or 4A in a liquid phase is efficiently performed by the use of stoichiometric amounts of the reactant
Mechanochemical Synthesis of Short DNA Fragments
Thorpe, James D.,O'Reilly, Daniel,Fri??i?, Tomislav,Damha, Masad J.
supporting information, p. 8857 - 8861 (2020/07/08)
We demonstrate the first mechanochemical synthesis of DNA fragments by ball milling, enabling the synthesis of oligomers of controllable sequence and length using multi-step, one-pot reactions, without bulk solvent or the need to isolate intermediates. Me
Measurement of the barrier to inversion of configuration in acyclic phosphite triesters
Mukhlall, Joshua A.,Hersh, William H.
, p. 62 - 70 (2011/06/24)
Synthesis of three acyclic chiral phosphites is reported, in the form of dithymidine phosphite triesters. These diastereomerically pure P-stereogenic phosphites undergo epimerization at a measurable rate at 150 °C. When the alcohols on the deoxyribose moieties are protected as acyls, decomposition is minimized and by computer fitting, rate constants for epimerization can be extracted. These allow for the first time calculation of the barrier to inversion of configuration in phosphite triesters, giving ΔG ?(150 °C) = 33.0 ± 0.2 kcal mol-1, comparable to the inversion barrier seen for phosphines.
Well-defined DNA nanoparticles templated by self-assembled M 12L24 molecular spheres and binding of complementary oligonucleotides
Kikuchi, Takashi,Sato, Sota,Fujita, Makoto
supporting information; experimental part, p. 15930 - 15932 (2011/01/08)
Perfectly monodisperse DNA nanoparticles were prepared via the self-assembly of 12 Pd(II) ions and 24 bidentate ligands functionalized with oligonucleotides of varying length (n = 1-3). The DNA nanoparticles formed hydrogen bonds with cDNA strands and an
Ethyl(methyl)dioxirane as an efficient reagent for the oxidation of nucleoside phosphites into phosphates under nonbasic anhydrous conditions.
Kataoka,Hattori,Okino,Hyodo,Asano,Kawai,Hayakawa
, p. 815 - 818 (2007/10/03)
A convenient method for the oxidation of nucleoside phosphites into phosphates under nonbasic and nonaqueous conditions using commercially available ethyl(methyl)dioxirane has been developed. This oxidation is effective with both N-protected and N-unprote
Acid/azole complexes as highly effective promoters in the synthesis of DNA and RNA oligomers via the phosphoramidite method
Hayakawa,Kawai,Hirata,Sugimoto,Kataoka,Sakakura,Hirose,Noyori
, p. 8165 - 8176 (2007/10/03)
The utility of various kinds of acid salts of azole derivatives as promoters for the condensation of a nucleoside phosphoramidite and a nucleoside is investigated. Among the salts, N-(phenyl)imidazolium triflate, N-(p-acetylphenyl)imidazolium triflate, N-
