4'-Substituted nucleosides. 2. Synthesis of the nucleoside antibiotic nucleocidin

Synthesis and Aminoacyl-tRNA Synthetase Inhibitory Activity of Prolyl Adenylate Analogs

“…A common synthetic intermediate for the growing family of aminoacyl sulfamoyl adenylates is 2Ј,3Ј-O-isopropylidene-5Ј-O-sulfamoyladenosine (1). This compound may be prepared directly from sulfamoyl chloride and a 2Ј,3Ј-acetal derivative of adenosine using NaH in DME as originally described by Shuman et al (47,48), or via an in situ formed 5Ј-Otributyltin ether (25,26). We found that high yields of 1 were obtained most conveniently using NaH/DME conditions and freshly prepared and recrystallized sulfamoyl chloride.…”

Coordination mode and oxidation susceptibility of nickel(II) complexes with 2′-deoxyguanosine 5′-monophosphate and l-histidine

“…Other major functions of nucleotides include energy transfer, second messenger functions and regulation of specialized processes [11][12][13][14]. Nucleotide derivatives have gained wide importance as drugs in antiviral, antibacterial, anticancer, and acquired immune deficiency syndrome (AIDS) therapies [15][16][17][18][19][20][21]. 0162 Since the discovery of an involvement of the purine nitrogen donor in Mg(II) coordination to adenosine 5 0 -triphosphate (ATP) [22], the nucleotides have become a popular object of studies in coordination chemistry.…”

Natural Products Containing Fluorine and Recent Progress in Elucidating the Pathway of Fluorometabolite Biosynthesis in Streptomyces cattleya

“…The antibiotic nucleocidin 5 was first isolated from this organism in 1957 (19,20) but it was not until twelve years later that the presence of fluorine in this compound was realised (21). The structure of the compound was confirmed by total synthesis in 1976 (22). Nucleocidin 5 is an intriguing compound as it is difficult to envisage a mechanism by which the fluorine in the molecule can be derived from fluoroacetate 1 and it therefore seems likely that the fluorination enzyme involved in biosynthesis of nucleocidin is unique to S. calvus.…”