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Gram scale synthesis of uridine 5' diphospho n acetylglucosamine comparison of enzymatic and chemical routes


, : Gram scale synthesis of uridine 5' diphospho n acetylglucosamine comparison of enzymatic and chemical routes. Journal of Organic Chemistry 57(1): 146-151

Practical chemoenzymatic and chemical routes to uridine 5'-diphospho-N-acetylglucosamine (UDP-GlcNAc) on a gram scale have been developed. The chemoenzymatic synthesis provided convenient access to glucosamine-6-phosphate and N-acetylglucosamine-6-phosphate (GlcNAc-6-P) in > 10-mmol quantities. The condensation between GlcNAc-6-P and UTP was catalyzed by readily available crude enzyme extracts from dried cells of the yeast Candida utilis and afforded a 17% yield of UDP-GlcNAc from GlcNAc-6-P. The otherwise straightforward chemoenzymatic sequence was hampered by the need to purify the product from the final complex reaction mixture. The chemical synthesis of UDP-GlcNAc proceeded through five steps in an overall yield of 15% from pentaacetylglucosamine with the selective formation of tetraacetylglucosamine-.alpha.-1-phosphate as the key reaction.

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Minet, M.; Dufour, M.E.sabetth; Lacroute, F., 1992: Cloning and sequencing of a human cDNA coding for dihydroorotate dehydrogenase by complementation of the corresponding yeast mutant. Dihydroorotate dehydrogenase (DHOdehase, EC 1.3.3.1) catalyses the fourth enzymatic step in de novo pyrimidine biosynthesis. A truncated human cDNA encoding this enzyme was isolated from a HeLa cell cDNA library by functional complementation of a...

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