Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Coenzyme Analogs. V. Syntheses of Analogs of Uridine diphosphate Glucose
Tohru Ueda
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1960 Volume 8 Issue 5 Pages 464-468

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Abstract
Syntheses of UDP-β-glucose and 5-Bromo-UDPG was attempted to investigate the stereospecificity of coenzyme UDPG. UMP-amidate and monobrucinium β-D-glucose 1-phosphate were reacted in pyridine, and UDP-β-glucose was obtained as its lithium salt by the aid of ion exchange chromatography. The structure of (VII) thus obtained was ascertained by acid hydrolysis. 5-Bromo-UMP was converted to the phosphoramidate and reacted with α-D-glucose 1-phosphate. 5-Bromo-UDPG was detected on paper chromatogram and ion exchange chromatogram, but the yield was low and 5-Bromo-UMP and another by-product were detected.
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© The Pharmaceutical Society of Japan
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