51549-39-4Relevant academic research and scientific papers
ANTI-VIRAL AND ANTI-TUMORAL COMPOUNDS
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, (2022/03/07)
Disclosed herein are 3, 4–didehydro- and 3′-deoxy-3, 4–didehydro-compounds and pharmaceutical compositions thereof. Methods of use of these pharmaceutical compositions include those for treating diseases including virus-induced diseases, cancer, autoimmune diseases, immune disorders, and bacterial-associated diseases or infections, or combinations thereof. Examples of viral-induced diseases include viral infections by RNA or DNA viruses, for example SAR-CoV-2, EBV, and BKV. P-595088-PC
Phosphonomethyl Oligonucleotides as Backbone-Modified Artificial Genetic Polymers
Liu, Chao,Cozens, Christopher,Jaziri, Faten,Rozenski, Jef,Maréchal, Amandine,Dumbre, Shrinivas,Pezo, Valérie,Marlière, Philippe,Pinheiro, Vitor B.,Groaz, Elisabetta,Herdewijn, Piet
supporting information, p. 6690 - 6699 (2018/05/15)
Although several synthetic or xenobiotic nucleic acids (XNAs) have been shown to be viable genetic materials in vitro, major hurdles remain for their in vivo applications, particularly orthogonality. The availability of XNAs that do not interact with natu
Base-base recognition of nonionic dinucleotide analogues in an apolar environment studied by low-temperature NMR spectroscopy
Xiao, Zhou,Weisz, Klaus
scheme or table, p. 3862 - 3869 (2010/05/15)
Two self-complementary dinucleotide analogues TSiA and A si with a nonionic diisopropylsilyl-modified backbone were synthesized, and their association in a nonaqueous aprotic environment was studied by NMR spectroscopy. Using a CDClF2/CDF3 solvent mixture, measurements at temperatures as low as 113 K allowed the observation and structural characterization of individual complexes in the slow exchange regime. The AsiT analogue associates to exclusively form a dinucleotide antiparallel duplex with regular Watson-Crick base pairing, but both A and T nucleosides exhibit a predominant C3'-endo sugar pucker reminiscent of an A-type conformation. In contrast to AsiT the TSiA dinucleotide is found to exhibit significant variability and flexibility. Thus, different secondary structures with weaker hydrogen bonds for all T SiA structures are observed at low temperatures. Although a B-like Watson-Crick antiparallel dinucleotide duplex with a preferred C2'-endo sugar pucker largely predominates at temperatures above 153 K, two additional species, namely a dinucleotide Hoogsteen duplex with a syn glycosidic torsion angle of the adenosine nucleoside and a presumably intramoleculariy folded structure, are increasingly populated upon further cooling. By adding typical DNA intercalators like anthracene or benz[c]acridine derivatives to the A siT dinucleotide duplex in the aprotic solvent environment, no binding of the polycyclic aromatic molecules can be detected even at lower temperatures. Obviously, van der Waals and stacking interactions are insufficient to compensate for the other unfavorable contributions to the overall free energy of binding, and only in the presence of additional hydrophobic effects in an aqueous environment does binding occur.
Convenient syntheses of 3′-amino-2′,3′- dideoxynucleosides, their 5′-monophosphates, and 3′-aminoterminal oligodeoxynucleotide primers
Eisenhuth, Ralf,Richert, Clemens
experimental part, p. 26 - 37 (2009/04/07)
(Chemical Equation Presented) 5′-Protected 3′-amino-2′, 3′-dideoxynucleosides containing any of the four canonical nucleobases (A/C/G/T) were prepared via azides in five to six steps, starting from deoxynucleosides. For pyrimidines, the synthetic route in
Method for purifying 5' -protected 2' -deoxypurine nucleosides
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, (2008/06/13)
A method for efficiently purifying 5′ protected 2′-deoxypurine nucleosides, efficient production of which has previously been difficult. Impurities can be separated by obtaining the 5′ protected 2′-deoxypurine nucleoside as an inclusion crystal including a solvent such as that having a nitrile structure in order to purify the 5′ protected 2′-deoxypurine nucleoside at a high purity. This invention enables synthesis of highly purified protected deoxypurine nucleosides easily on a large scale, which has previously been performed by column chromatography method.
Method for purifying 5'-protected 2'-deoxypurine nucleosides
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Example 6, (2008/06/13)
A method for efficiently purifying 5' protected 2'-deoxypurine nucleosides, efficient production of which has previously been difficult. Impurities can be separated by obtaining the 5' protected 2'-deoxypurine nucleoside as an inclusion crystal including a solvent such as that having a nitrile structure in order to purify the 5' protected 2'-deoxypurine nucleoside at a high purity. This invention enables synthesis of highly purified protected deoxypurine nucleosides easily on a large scale, which has previously been performed by column chromatography method.
An improved procedure for the synthesis of vinylphosphonate-linked nucleic acids
Abbas, Sahar,Hayes, Christopher J.
, p. 4513 - 4517 (2007/10/03)
The synthesis of a range of 5'-deoxy-5'-methylidene phosphonate- containing thymidine dimers has been achieved using a palladium-catalysed cross coupling reaction as a key step. The optimised reaction conditions comprising of palladium acetate, 1,1'-bis(diphenylphosphino)ferrocene and propylene oxide in THF were found to couple a range of H-phosphonates and vinyl bromide 3 in fair to excellent yield. (C) 2000 Elsevier Science Ltd.
Synthesis of 3'-azido-3'-deoxythymidine-terminated oligonucleotide
Esipov, Dmitriy S.,Esipova, Olga V.,Korobko, Vyacheslav G.
, p. 1697 - 1704 (2007/10/03)
A method of completely chemical synthesis of 3'-azido-3'- deoxythymidine-terminated oligonucleotides via 5'-H-phosphonate of AZT is described.
Synthesis and physicochemical properties of alternating α,β-oligodeoxyribonucleotides with alternating (3' → 3')- and (5' → 5')-internucleotide phosphodiester linkages
Koga,Wilk,Moore,Scremin,Zhou,Beaucage
, p. 1520 - 1530 (2007/10/02)
A simple and straightforward synthesis of α-2'-deoxycytidine and α-2'-deoxyadenosine derivatives 6a,b has been achieved from commercial N4-benzoyl-b-2'-deoxycytidine and N6-benzoyl-β-2'deoxyadenosine, respectively. Properly protected
