102573-69-3Relevant academic research and scientific papers
PHOTORESPONSIVE DEOXYRIBONUCLEOSIDE TRIPHOSPHATE
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Paragraph 0087; 0092-0094, (2021/11/05)
PROBLEM TO BE SOLVED: To provide photoresponsive deoxyribonucleoside triphosphate in which the initiation of the amplification reaction of a target nucleic acid can be controlled by light irradiation, and to provide its production precursor. SOLUTION: The above problem is solved by the compound represented by the general formula (1) (where, R1 and R2 each independently represent an alkyl group having 1 to 8 carbon atoms; R3 and R4 independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group; R5 represents a hydrogen atom or a group represented by the formula (7) [-P(=O)(OH)-O-P(=O)(OH)-O-P(=O)(OH)2(7)]; Y represents a hydrogen atom or a hydroxy group; and X represents a nucleobase). SELECTED DRAWING: None COPYRIGHT: (C)2022,JPOandINPIT
METHOD OF SYNTHESIZING SINGLE-STRANDED NUCLEOTIDE SEQUENCE, BLOCKED NUCLEOSIDE TRIPHOSPHATES AND RELATED METHODS
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Page/Page column 42-44; 47, (2020/08/22)
There is provided a method of synthesizing a single-stranded nucleotide sequence, the method comprising adding a blocked nucleoside triphosphate to an initiator nucleotide sequence to incorporate a corresponding blocked nucleotide thereto in the presence of a polymerase, wherein the blocked nucleoside triphosphate has one of the general formulae (I), (II), (III), (IV), (V) and (VI).
Design and synthesis of dephosphono dna analogues containing 1,2,3-triazole linker and their uv-melting studies with DNA/RNA
Madhuri, Vangala,Kumar, Vaijayanti A.
, p. 97 - 111 (2012/07/13)
This article describes the synthesis of 3/5 linked 1,2,3-triazolyl dithymidine derivatives, their incorporation into oligonucleotides, and evaluation of their thermal stabilities toward complementary DNA/RNA. Copyright Taylor and Francis Group, LLC.
Synthesis of thymidine dimers from 5′-O-aminothymidine
Peyrat, Sandrine,Xie, Juan
, p. 1718 - 1724 (2012/08/08)
The synthesis of modified oligonucleotides is of great importance for various therapeutic and diagnostic applications. The facile secondary structure formation of N-oxyamide-linked peptide analogues and the high nucleophilicity of the aminooxy function prompted us to prepare O-amino nucleoside derived dinucleosides. Herein, the efficient synthesis of three novel thymidine dimers with N-oxyamide, oxime and oxyamine linkages via a convergent approach from a common 5-O-aminothymidine is reported. Georg Thieme Verlag Stuttgart · New York.
Synthesis of oligodeoxynucleotides using fully protected Deoxynucleoside 3c-Phosphoramidite building blocks and base recognition of Oligodeoxynucleotides incorporating N3-Cyano-Ethylthymine
Tsunoda, Hirosuke,Kudo, Tomomi,Ohkubo, Akihiro,Seio, Kohji,Sekine, Mitsuo
experimental part, p. 7509 - 7531 (2011/02/28)
Oligodeoxynucleotide (ODN) synthesis, which avoids the formation of side products, is of great importance to biochemistry-based technology development. One side reaction of ODN synthesis is the cyanoethylation of the nucleobases. We suppressed this reaction by synthesizing ODNs using fully protected deoxynucleoside 3c-phosphoramidite building blocks, where the remaining reactive nucleobase residues were completely protected with acyl-, diacyl-, and acyl-oxyethylene-type groups. The detailed analysis of cyanoethylation at the nucleobase site showed that N3-protection of the thymine base efficiently suppressed the Michael addition of acrylonitrile. An ODN incorporating N3-cyanoethylthymine was synthesized using the phosphoramidite method, and primer extension reactions involving this ODN template were examined. As a result, the modified thymine produced has been proven to serve as a chain terminator.
Simple and efficient solution-phase synthesis of oligonucleotides using extractive work-up
De Koning, Martijn C.,Ghisaidoobe, Amar B. T.,Duynstee, Howard I.,Ten Kortenaar, Paul B. W.,Filippov, Dmitri V.,Van Der Marel, Gijs A.
, p. 1238 - 1245 (2012/12/23)
A solution-phase synthesis protocol amenable to scale-up was developed for the preparation of oligonucleotides employing phosphoramidite chemistry and DMTr/iBu/Bz-protected monomers. Isolation of intermediates was accomplished by means of extractions as the only purification tool. The potential of the method is demonstrated with the synthesis of a hexameric DNA fragment in high yield and purity.
An efficient approach to the synthesis of thymidine derivatives containing phosphate-isosteric methylene acetal linkages
Veeneman,Van Der Marel,Van Den Elst,Van Boom
, p. 1547 - 1562 (2007/12/18)
Iodonium ion promoted condensation of properly protected 3′-O-methylthiomethyl or 3′-O-(4-penten-1-oxymethyl)-thymidine with 3′-O-methoxyacetyl-thymidine, was explored. A judicious choice of the iodoinium source and protecting groups led to an efficient preparation of thymidine dimers having internucleosidic-3′5′)-methylene bonds. The latter procedure was utilized towards the synthesis, in solution and on a solid support, of DNA-fragments containing one or more T-CII2-T dimers. Further, 5′-O-methylthiomethyl-3′-O-methoxyacetyl-N 3-benzoyl-thymidine proved to be a suitable donor for the introduction of 5′-O-methylene acetal-linkage s between 2,3,4,6-tetra-Obenzyl-D-glucose, benzyl N-benzyloxycarbonyl-L-serine and dibenzyl phosphate.
SYNTHESIS OF OLIGODEOXYNUCLEOTIDES CONTAINING THYMIDINES LINKED VIA AN INTERNUCLEOSIDIC-(3'-5')-METHYLENE BOND
Veeneman, G. H.,Marel, G. A. van der,Elst, H. van den,Boom, J. H. van
, p. 449 - 451 (2007/10/02)
Condensation of N3-benzoyl-5'-O-dimethoxytrityl-3'-O-(4-penten-1-oxomethyl)-thymidine with N3-benzoyl-3'-O-methoxyacetyl-thymidine, in the presence of N-iodosuccinimide, afforded a fully-protected thymidine dimer having an internucle
A NEW CLASS OF CONDENSING REAGENTS FOR RAPID INTERNUCLEOTIDE BOND FORMATION IN THE PHOSPHOTRIESTER APPROACH AND PREPARATION OF N3-BENZOYLTHYMIDINE AS A KEY INTERMEDIATE IN OLIGODEOXYRIBONUCLEOTIDE SYNTHESIS
Matsuzaki, Jun-ichi,Hotoda, Hitoshi,Sekine, Mitsuo,Hata, Tujiaki
, p. 4019 - 4022 (2007/10/02)
Rapid internucleotide bond formation in the phosphotriester approach has been achieved in high yield by use of bis(2,4,6-trihalophenyl)phosphorochloridates (TCP and TBP) as new condensing reagents and the benzoyl group as the N3-imide protecting group of thymidine.
