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Biocatalytic procedures offer a good alternative to the chemical synthesis of nucleosides since biocatalyzed reactions are regio- and stereoselective and afford reduced by-products contents. Among them, enzymatic transglycosylation between a pyrimidine nucleoside and a purine base catalyzed by nucleoside phosphorylases or microorganisms that contain them, has attracted considerable attention. In addition, the combination to other enzymatic steps has been explored. In this work we investigate the coupled action of nucleoside phosphorylases with other enzymatic activities: deaminase and phosphopentomutase. Unlike the preparation of other purine nucleosides, transglycosylation from a pyrimidine nucleoside and guanine is difficult because of the low solubility of this base. Therefore, another strategy, based on microbial transglycosylation followed by deamination, is here explored. The direct use of furanose 1-phosphate, the intermediate in the transglycosylation reaction, is an attractive alternative when pyrimidine nucleosides are not available. Its preparation from the more stable furanose 5-phosphate and phosphopentomutase is here applied to different sugars and bases.
Authors : Medici Rosario , Porro Marisa Taverna , Lewkowicz Elizabeth , Montserrat Javier , Iribarren Adolfo M ,
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WP101: Synthesis and Degradation of Ketone Bodies
WP1013: Triacylglyceride Synthesis
WP1015: Synthesis and Degradation of Ketone Bodies
WP1034: Acetylcholine Synthesis
WP1090: Eicosanoid Synthesis
WP1111: Prostaglandin Synthesis and Regulation
WP1118: Biogenic Amine Synthesis
WP1132: Triacylglyceride Synthesis
WP1134: Synthesis and Degradation of Ketone Bodies
WP125: Biogenic Amine Synthesis
WP1318: Eicosanoid Synthesis
WP1347: Triacylglyceride Synthesis
WP1531: Vitamin D synthesis
WP154: Biogenic Amine Synthesis
WP167: Eicosanoid Synthesis
WP1706: Synthesis and degradation of ketone bodies
WP175: Acetylcholine Synthesis
WP1830: Insulin Synthesis and Processing
WP1887: Post-translational modification: synthesis of GPI-anchored proteins
WP1902: Respiratory electron transport, ATP synthesis by chemiosmotic coupling, and heat production by uncoupling proteins.
WP1925: Synthesis of DNA
WP1926: Synthesis, Secretion, and Deacylation of Ghrelin
WP1937: Transport of vitamins, nucleosides, and related molecules
WP1945: TCA BCH6203
WP212: Triacylglyceride Synthesis
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