133128-06-0Relevant articles and documents
Triplex- and duplex-forming abilities of oligonucleotides containing 2′-deoxy-5-trifluoromethyluridine and 2′-deoxy-5-trifluoromethylcytidine
Ito, Yuta,Matsuo, Misaki,Osawa, Takashi,Hari, Yoshiyuki
, p. 982 - 988 (2017)
A facile synthesis of 2′-deoxy-5-trifluoromethyluridine and 2′-deoxy-5-trifluoromethylcytidine phosphoramidites from commercially available 2′-deoxyuridine and 2′-deoxycytidine was achieved, respectively. The obtained phosphoramidites were incorporated into oligonucleotides, and their binding affinity to double-stranded DNA (dsDNA) and single-stranded RNA (ssRNA) was evaluated by UV-melting experiments. The triplex-forming abilities of oligonucleotides including 5-trifluoromethylpyrimidine nucleobases with dsDNA were decreased. Especially, the stability of the triplex containing a trifluoromethylcytosine (CF3C)-GC base triplet was low, likely due to the low pKa of protonated CF3C by the electron-withdrawing trifluoromethyl group. A slight decrease in stability of the duplex formed with ssRNA by oligonucleotides including 5-tri-fluoromethylpyrimidine nucleobases was only observed, suggesting that they might be applicable to various ssRNA-targeted technologies using features of fluorine atoms.
Modified Oligonucleotides and Applications Thereof
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Page/Page column 12-13, (2011/06/26)
Disclosed, among other things, are primers containing certain modified nucleobases in the 3′ terminal region of the primers that provide reduced formation of primer-dimers during amplification reactions, and various methods of use thereof.
Synthesis, Annealing Properties, 19F NMR Characterization, and Detection Limits of a Trifluorothymidine-Labeled Antisense Oligodeoxyribonucleotide 21 mer
Gmeiner, William H.,Pon, Richard T.,Lown, J. William
, p. 3602 - 3608 (2007/10/02)
The synthesis and characterization are described of trifluorothymidine groups incorporated into an antisense 21 mer designed to target gene sequences that encode serine proteases in T-lymphocytes. 1H NMR titration studies on 3',5'-O-TPDS-trifluorothymidin