51600-10-3Relevant academic research and scientific papers
Oligodeoxynucleotides containing 2′-deoxy-1-methyladenosine and Dimroth rearrangement
Timofeev, Edward N.,Mikhailov, Sergey N.,Zuev, Andrei N.,Efimtseva, Ekaterina V.,Herdewijn, Piet,Somers, Robert L.,Lemaitre, Marc M.
, p. 928 - 937 (2008/02/04)
2′-Deoxy-1-methyladenosine was incorporated into synthetic oligonucleotides by phosphoramidite chemistry. Chloroacetyl protecting group and controlled anhydrous deprotection conditions were used to avoid Dimroth rearrangement. Hybridization studies of int
Electrochemical removal of allylic protecting groups in nucleotide synthesis
Hayakawa, Yoshihiro,Kawai, Rie,Wakabayashi, Shigeharu,Uchiyama, Mamoru,Noyori, Ryoji
, p. 441 - 449 (2007/10/03)
Electrochemical, palladium(0)-mediated removal of allylic protecting groups of nucleosides and nucleotides is described. This method required no chromatographic treatment for isolation of the products.
3'-Substituted 2',3'-Dideoxynucleoside Analogues as Potential Anti-HIV (HTLV-III/LAV) Agents
Herdewijn, Piet,Balzarini, Jan,Clerq, Erik De,Pauwels, Rudi,Baba, Masanori,et al.
, p. 1270 - 1278 (2007/10/02)
A series of 2',3'-unsaturated and 3'-substituted 2',3'-dideoxynucleoside analogues of purines and pyrimidines have been synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV).The 2',3'-unsaturated analogues of 2',3'-dideoxycytidine (ddeCyd) and 2',3'-dideoxythymidine (ddeThd), 3'-azido-2',3'-dideoxythymidine (AzddThd), 3'-fluoro-2',3'-dideoxythymidine, 2',3'-dideoxycytidine (ddCyd), and 2',3'-dideoxyadenosine (ddAdo) emerged as the most potent inhibitors of HIV-induced cytopathogenicity in the human T lymphocyte cell lines ATH8 and MT4.In ATH8 cells ddCyd, ddeCyd, and ddAdo had the highest therapeutic index whereas in MT4 cells AzddThd, ddThd, ddCyd, and ddAdo were the most selective.Derivatives from ddThd in which the substituent group was linked to the 3'-carbon atom via a thio, sulfonyl, or oxygen bridge were far less inhibitory to HIV than was AzddThd.
