160056-49-5Relevant academic research and scientific papers
Synthesis of 2′-N-formamido nucleosides and biological evaluation
Abramov, Mikhail,Renders, Marleen,Herdewijn, Piet
, p. 1042 - 1050 (2009)
The 2′-N-formamide derivatives of adenosine, cytidine, and 9-β-D-arabinofuranosyladenine were synthesized and tested (as triphosphate) for their substrate capacities for the HCV NS5B polymerase.
Efficient access to N-trifluoroacetylated 2′-amino-2′-deoxyadenosine phosphoramidite for RNA solid-phase synthesis
Falschlunger, Christoph,Micura, Ronald
, (2019)
Abstract: Here, we present a robust synthetic route to a 2′-amino-2′-deoxyadenosine phosphoramidite building block for automated RNA solid-phase synthesis. The thus accessible 2′-amino-modified RNA finds applications in the evaluation of hydrogen-bond networks in folded RNA, such as riboswitches or ribozymes. In this context, we previously implemented the here described 2′-amino-2′-deoxyadenosine building block in a comparative study on self-cleaving pistol ribozymes to shed light on structural versus catalytic roles of active-site 2′-OH groups in the reaction mechanism. Graphical abstract: [Figure not available: see fulltext.].
Synthesis of Phosphoramidite Building Blocks of 2′-Amino-2′-deoxyribonucleosides: New Compounds for Oligonucleotide Synthesis
Greiner, Beate,Pfleiderer, Wolfgang
, p. 1528 - 1544 (2007/10/03)
The chemical synthesis of 2′-amino-2′-deoxyribonucleosides of uracil, cytosine, adenine, and guanine, and their conversion into suitably protected 3′-phosphoramidite building blocks 35-40 for oligonucleotide synthesis are described. The aglycone and the 2′-amino functions were protected using the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group. The synthesis of the 3′-?-succinyl (3′-?-(3-carboxypropanoyl))-substituted starting nucleoside 41 is described and its behavior examined in solution and on solid phase with regard to an anticipated migration during 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection. Oligonucleotides were prepared using the new building blocks, and their hybridization properties were studied by UV-melting techniques.
Synthesis and conformational analysis of 2'-deoxy-2'-(3-methoxybenzamido)adenosine, a rational-designed inhibitor of trypanosomal glyceraldehyde phosphate dehydrogenase (GAPDH)
Van Calenbergh,Van Den Eeckhout,Herdewijn,De Bruyn,Verlinde,Hol,Callens,Van Aerschot,Rozenski
, p. 631 - 644 (2007/10/02)
A series of 2'-benzamido-2'-deoxyadenosine analogues were synthesized in an effort to find new lead structures for the treatment of sleeping sickness. The 2'-deoxy-2'-(3-methoxybenzamido)adenosine (1h) was proved to be a selective inhibitor of the parasit
