Thymidine diphosphate-glucose

O. Gabriel and G. Ashwell, Biological mechanisms involved in the formation of deoxysugars. I. Preparation of thymidine diphosphate glucose labelled specifically in carbon 3, J. Biol. Chem., 240 (1965) 4123-4127. 

Borch reported the synthesis of thymidine diphosphate glucose (107) via a new method that employs a highly reactive zwitterionic phosphoramidate intermediate as the phosphorylating species (Scheme 2). This methodology was also used... 

In order to develop a purification procedure of thymidine 5 -diphosphate-glucose-4,6-dehydratase based on affinity chromatography, novel activated thymidine diphosphate analogues that display high affinity for the dehydratase have been synthesised. These diphosphate analogues have been derived from... 

Pazur, j. H., and E. W. Shuey The enzymatic synthesis of thymidine diphosphate glucose and its conversion to thymidine diphosphate rhamnose. J. Biol. Chem. 236, 1780—1785 (1961). 

Other nucleoside diphosphate sugar compounds are known, eg, UDPGal. In addition, the same sugar may be linked to different nucleotides. For example, glucose may be linked to uridine (as shown above) as well as to guanosine, thymidine, adenosine, or cy-tidine nucleotides. 

A mutant strain of Escherichia coli Y-10, defective in L-rhamnose synthesis, accumulates109 a considerable amount of thymidine diphosphate sugars. Three of them were identified110 as the esters of thymidine 5 -pyrophosphate with 6-deoxy-a-D-xyZo-hexopyranos-4-ulose (28), 6-deoxy-D-glucose, and D-fucose. The fourth component was found to be a 4-acetamido-4,6-dideoxy-D-galactose derivative111,112 (29) it occurs also in Pasteurella pseudotuberculosis102 and its... 

C. Thymidine diphosphate-X dTDP-hexoses D-glucose, D-mannose,... 

D., Uou, K.-K., Lee, H.-C., Sohng, J.-K. et al. (2010) One-pot enzymatic synthesis of deoxy-thymidine-diphosphate (TDP)-2-deoxy-a-d-glucose using phos-phomannomutase. J. Mol. Catal. E ... 

Matsuhashi, S., and D. N. Dietzler Thymidine diphosphate 4-keto-6-deoxy-D-glucose-L-glutamate-aminotransferase in bacteria. Federation Proc. 23, 170 (1964). 

Okazaki, R., T. Okazaki, J. L. Strominger, and A. M. Michelson Thymidine diphosphate 4-keto-6-deoxy-D-glucose, an intermediate in thymidine diphosphate L-rhamnose synthesis in Escherichia coli strains. J. Biol. Chem. 237, 3014 (1962). 

Gilbert, J. M., M. Matsuhashi, and J. L. Strominger Thymidine diphosphate 4-acetamido-4-6-dideoxyhexoses. II. Purification and properties of thymidine diphosphate D-glucose oxidoreductase. J. Biol. Chem. 240, 1305—1308 (1965). 

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