Publications [#234230] of Eric J. Toone

Journal Articles

1. Toone, EJ; Simon, ES; Whitesides, GM, Enzymatic Synthesis of Uridine 5′-Diphosphoglucuronic Acid on a Gram Scale, Journal of Organic Chemistry, vol. 56 no. 19 (September, 1991), pp. 5603-5606, American Chemical Society (ACS), ISSN 0022-3263 [doi]
   (last updated on 2026/01/13)

   Abstract:
   A practical route to uridine 5′-diphosphoglucuronic acid (UDP-GlcUA) from uridine 5′-diphosphoglucose (UDP-Glc) on a 1-g scale has been developed using uridine 5′-diphosphoglucose dehydrogenase (UDP-Glc DH, EC 1.1.1.22) from bovine liver. Crude UDP-Glc dehydrogenase was isolated from beef liver (450 units from 2.4 kg of frozen liver). Commercially available UDP-Glc dehydrogenase as well as a preparation from calf liver acetone powder were also evaluated as catalysts for large-scale production of UDP-GlcUA: both preparations exhibited too little activity to be synthetically useful. A platinum-catalyzed oxygen oxidation of UDP-Glc was also examined as a possible route to UDP-GlcUA: enzymatic oxidation was superior. These results establish a route to another of the important activated monosaccharides required for cell-free enzymatic syntheses of mammalian oligo- and polysaccharides. © 1991, American Chemical Society. All rights reserved.