191163-48-1Relevant academic research and scientific papers
Synthesis and evaluation of novel oligodeoxynucleotides containing 3'- C-(3-benzoyloxypropyl)thymidine and bicyclo nucleoside derivatives
Pfundheller, Henrik M.,Nielsen, Poul,Wengel, Jesper
, p. 1439 - 1442 (1997)
The stereoselective synthesis of 3'-C-Allyluridine derivative 2 has been accomplished. This nucleoside was used as a key synthon for the synthesis of oligodeoxynucleotides containing 3'-C-(3-benzoyloxypropyl)thymidine (X) or bicyclo nucleoside (Y+Z) monomers. Preliminary thermal experiments are reported.
Synthesis of an adenine nucleoside containing the (8′ R) epimeric carbohydrate core of amipurimycin and its biological study
Mane, Rajendra S.,Ghosh, Sougata,Chopade, Balu A.,Reiser, Oliver,Dhavale, Dilip D.
supporting information; experimental part, p. 2892 - 2895 (2011/06/24)
The (8′R) epimeric carbohydrate core 2 of amipurimycin was synthesized from d-glucose derived allylic alcohol 3 in 11 steps and 13% overall yield. The key steps involve an acid-catalyzed acetonide ring opening of 9 with concomitant formation of an unprece
A novel class of conformationally restricted oligonucleotide analogues: Synthesis of 2′,3′-bridged monomers and RNA-selective hybridisation
Nielsen, Poul,Pfundheller, Henrik M.,Wengel, Jesper
, p. 825 - 826 (2007/10/03)
A novel 2′,3′-bicyclic nucleoside 5 has been synthesised and incorporated into oligonucleotide analogues resulting in strong and selective binding to an RNA complement.
Synthesis of 2′-O,3′-C-linked bicyclic nucleosides and bicyclic oligonucleotides
Nielsen, Poul,Pfundheller, Henrik M.,Olsen, Carl Erik,Wengel, Jesper
, p. 3423 - 3433 (2007/10/03)
The 3′-C-allyl furanose 4 has been used as a precursor for synthesis of the novel 2′-O,3′-C-linked bicyclic thymine nucleosides 15, 16, 20 and 25. The three bicyclic β-nucleosides 15, 20 and 25 have been incorporated into oligodeoxynucleotides. One of these nucleosides, dioxabicyclo[3.3.0]octane derivative 25, induces increased thermal stability of duplexes towards complementary RNA.
