129801-99-6Relevant academic research and scientific papers
Oligodeoxynucleotides with extended zwitter-ionic internucleotide linkage
Kochetkova, Svetlana V,Timofeev, Edward N,Korobeinikova, Ekaterina A,Kolganova, Natalia A,Florentiev, Vladimir L
, p. 10287 - 10292 (2001)
Two non-natural nucleoside analogues, N-(2-hydroxyethyl)-2′,5′-dideoxy-5′-aminothymidine (dTNH) and N-(2-hydroxyethyl)-N-methyl-2′,5′-dideoxy-5′-aminothymidine (dTNMe), have been prepared and used in the synthesis of oligodeoxythymidilates and mixed-sequence oligodeoxynucleotides, modified at internucleotide linkages. Both modified oligodeoxythymidilates and mixed-sequence oligodeoxynucleotides have been shown to form zwitter-ionic phosphate-amine pairs as evidenced by their decreased electrophoretic mobility in denaturing polyacrylamide gel.
Synthesis and RNA binding selectivity of oligonucleotides modified with five-atom thioacetamido nucleic acid backbone structures
Gogoi, Khirud,Gunjal, Anita D.,Phalgune, Usha D.,Kumar, Vaijayanti A.
, p. 2697 - 2700 (2008/02/09)
Equation Presented Convenient chemical synthesis and incorporation of dithymidine and thymidine-cytidine dimer blocks connected with a five-atom amide linker N3′-CO-CH2-S-CH2 into oligonucleotides (ONs) are reported. The UV-Tm/
Synthesis of Nucleotide 5'-Diphosphates from 5'-O-Tosyl Nucleosides
Davisson, V. Jo,Davis, Darrell R.,Dixit, Vyas M.,Poulter, C. Dale
, p. 1794 - 1801 (2007/10/02)
Procedures are described for the synthesis of nucleoside 5'-diphosphates, methanediphosphonates, and difluoromethanediphosphonates.The general strategy involves protection of the nucleosides as amidine, 2',3'-methoxymethylidene, and 3'-(tert-butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N,N-dimethylamino)pyridine.Deprotection, followed by displacement of the tosyl moiety with the tris(tetra-n-butylammonium) pyrophosphate, methanediphosphonate, or difluoromethanediphosphonate salts gave the desired products.The ammonium salts of the nucleotides were purified by flash chromatography on cellulose or medium pressure ion-exchange chromatography on DEAE Fractogel.Syntheses are reported for UDP (18), CDP (19), TDP (20), GDP (21), ADP (23), 2',3'-isopropylidene-ADP (22), adenosine 5'-methanediphosphonate (24), adenosine 5'-difluoromethanediphosphonate (25), and deoxyadenosine 5'-methanediphosphonate (27).In addition ATP (26) was prepared by treatment of 5'-O-tosyladenosine with tetrakis(tetra-n-butylammonium) thiophosphate.Yields for the displacement reactions ranged from 43percent to 93percent.
