Mitsugi Yasumoto

Lipase-catalyzed regioselective acylation of sugar moieties of nucleosides

Abstract A regioselective acylation of 2′-deoxypyrimidine nucleosides by an acid anhydride in a dry polar aprotic solvent is catalyzed by a lipase from Pseudomonas fluorescenbce.

Regioselective deprotection of 3′,5′-O-acylated pyrimidine nucleosides by lipase and esterase

Abstract A lipase was found to catalyze the regioselective hydrolysis at the secondary hydroxyl group of 2′-deoxy-3′,5′-di-O-hexanoyl pyrimidine nuclosides, whereas a protease catalyzes that at the primary hydroxyl group.

Enzymatic regioselective acylation of the 3′-hydroxyl groups of 2′- deoxy-5-fluorouridine (FUdR) and 2′-Deoxy-5-trifiuoromethyluridine (CF3UdR).

Abstract A lipase from Pseudomonas sp. (Amano PS) catalyzes regioselecfive acylation of the 3′-hydroxyl groups of FUdR and CF3UdR.

Synthesis of O-Benzyl Derivatives of 2′-Deoxy-5-Trifluoromethyluridine for Antitumor Agents

Abstract A practical synthesis of 3′-O-benzyl-2′-deoxy-5-trifluoromethyluridine was established which involves a selective 3′-O-benzylation of 2′-deoxy-5′-O-trityl-5-iodouridine followed by a cross-coupling with trifluoromethylcopper.