119771-21-0Relevant articles and documents
Synthesis and Antiproliferative Effects of Novel 5'-Fluorinated Analogues of 5'-Deoxy-5'-(methylthio)adenosine
Sufrin, Janice R.,Spiess, Arthur J.,Kramer, Debora L.,Libby, Paul R.,Porter, Carl W.
, p. 997 - 1001 (1989)
5'-Deoxy-5'-adenosine (9) and 5'-deoxy-5'-fluoro-5'-(methylthio)adenosine (10), two novel analogues of 5'-deoxy-5'-(methylthio)adenosine (MTA), have been synthesized and evaluated for their substrate and inhibitory activities toward MTA phosphorylase and for their biological effects in L1210 (MTA phosphorylase deficient) and L5178Y (MTA phosphorylase containing) murine leukemia cell lines.Compound 9 was a potent competitive inhibitor of MTA phosphorylase with a Ki value of 3.3 μM and was also a substrate, with activity approximately 53percent that of MTA.Compound 10 was significantly less inhibitory toward the phosphorylase with a Ki value of 141 μM; its lack of substrate activity was attributed to rapid nonenzymatic degradation.The 50percent growth inhibitory concentrations (48 h) of 9 were 300 and 200 μM in L1210 and L5178Y cells, respectively; for 10, these respective values were 2 and 0.7 μM.The initial characterization of 9 in these systems reveals that it differs from MTA by not acting as a product regulator of the polyamine biosynthetic pathway.
Efficient Conversions of Thioethers to α-Fluoro Thioethers with DAST or DAST/Antimony(III) Chloride
Robins, Morris J.,Wnuk, Stanislaw F.
, p. 3800 - 3801 (2007/10/02)
Dialkyl or alkyl aryl thioethers, including nucleoside thioethers, undergo virtually quantitative conversion to α-fluoro thioethers with (diethylamino)sulfur trifluoride (DAST) in dichloromethane at ambient temperature.Antimony(III) chloride catalyzes the process.
