68144-26-3Relevant academic research and scientific papers
CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE
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, (2017/10/11)
Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.
A tractable and efficient one-pot synthesis of 5′-azido-5′- deoxyribonucleosides
Peterson, Theodore V.,Streamland, Tobin U. B.,Awad, Ahmed M.
, p. 2434 - 2444 (2014/03/21)
Synthetic routes to 5′-azidoribonucleosides are reported for adenosine, cytidine, guanosine, and uridine, resulting in a widely applicable one-pot methodology for the synthesis of these and related compounds. The target compounds are appropriate as precursors in a variety of purposive syntheses, as the synthetic and therapeutic relevance of azido- and amino-modified nucleosides is expansive. Furthermore, in the conversion of alcohols to azides, these methods offer a tractable alternative to the Mitsunobu and other more difficult reactions.
Oligonucleotide analogues with integrated bases and backbones. Part 24: Synthesis, conformational analysis, and association of aminomethylene-linked self-complementary adenosine and uridine dinucleosides
Chiesa, Katja,Shvoryna, Alyena,Bernet, Bruno,Vasella, Andrea
experimental part, p. 668 - 691 (2010/07/07)
Inspection of Maruzen models and force-field calculations suggest that oligonucleotide analogues integrating backbone and bases (ONIBs) with an aminomethylene linker form similar cyclic duplexes as the analogous oxymethylene linked dinucleosides. The self
Design, synthesis, and molecular modeling studies of 5′-deoxy-5′-ureidoadenosine: 5′-ureido group as multiple hydrogen bonding donor in the active site of S-adenosylhomocysteine hydrolase
Wang, Ting,Lee, Hyun Joo,Tosh, Dilip K.,Kim, Hea Ok,Pal, Shantanu,Choi, Sun,Lee, Yoonji,Moon, Hyung Ryong,Zhao, Long Xuan,Lee, Kang Man,Jeong, Lak Shin
, p. 4456 - 4459 (2008/02/10)
5′-Deoxy-5′-ureidoadenosine was designed and synthesized as a potent inhibitor of S-adenosylhomocysteine hydrolase (SAH), in which 5′-ureido group acted as multiple hydrogen bonding donor in binding with active site residues of SAH in the molecular modeli
Molecular recognition of tyrosinyl adenylate analogues by prokaryotic tyrosyl tRNA synthetases
Brown, Pamela,Richardson, Christine M.,Mensah, Lucy M.,O'Hanlon, Peter J.,Osborne, Neal F.,Pope, Andrew J.,Walker, Graham
, p. 2473 - 2485 (2007/10/03)
Molecular modelling and synthetic studies have been carried out on tyrosinyl adenylate and analogues to probe the interactions seen in the active site of the X-ray crystal structure of tyrosyl tRNA synthetase from Bacillus stearothermophilus, and to search for new inhibitors of this enzyme. Micromolar and sub-micromolar inhibitors of tyrosyl tRNA synthetases from both B. stearothermophilus and Staphylococcus aureus have been synthesised. The importance of the adenine ring to the binding of tyrosinyl adenylate to the enzyme, and the importance of water-mediated hydrogen bonding interactions, have been highlighted. The inhibition data has been further supported by homology modelling with the S. aureus enzyme, and by ligand docking studies. (C) 1999 Elsevier Science Ltd.
Synthesis of an uncharged cAMP-analogue
Ceulemans,Vandendriessche,Rozenski,Herdewijn
, p. 117 - 127 (2007/10/02)
3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)-5'-amino-5'-deoxy adenosine, an uncharged cAMP-analogue was synthesized. This was accomplished by treatment of 5'amino-5'-deoxy-2',3'-O-isopropylidene adenosine with dimethyl N-phenylsulfonyldithiocarbamate. After removal of the isopropylidene protecting group and treatment of the intermediate with benzoyl chloride, cyclisation was carried out in DMF containing 10 equivalents of potassium tert-butoxide. Final deprotection of the adenine moiety was carried out with hydrazine hydrate.
