Glucuronic acid, synthesis

Synthesis from d-glucuronic acid Synthesis of 1-deoxymannojirimycin (2) from... 

Another industrially applied glucuronic acid synthesis involves first oxidation then hydrolysis of starch ... 

For example, it is to be noted that UDP-glucuronic acid which is formed in the tissues, is used not only for polysaccharide synthesis, but also for neutralization and removal of toxic and useless materials or foreign compounds from the organism. 

A number of derivatives of D-glucuronic acid have been made by Goebel and Babers37 with a view to their use in the synthesis of aldobionic acids. With the same object Owen, Peat and Jones38 prepared both pyranose and furanose derivatives of D-glucurone. 

Mehltretter, C. L., The Chemical Synthesis of D-Glucuronic Acid, VIII, 231-249... 

For the synthesis of D-glucuronic acid, methods of oxidation of suitable D-glucose derivatives have been devised during the past two decades these procedures have been comprehensively reviewed by Marsh,6 Mehltretter,7 and Heyns and Paulsen.8 For special purposes, for example, for the preparation of 6-I4C-labelled D-glucuronic acid, chain-extension reactions of 1,2-O-isopropylidene-a-D-xy/o-pen-todialdo-I,4-fiiranose by the cyanohydrin synthesis9 or by ethynyla-tion10 are used, but these frequently yield mixtures of D-glucuronic acid and L-iduronic acid. 

UDPG was the first of a whole new class of nucleotides, in which the uridine diphosphate group is attached to a monosaccharide. Two important members of the class are uridine diphosphate glucuronic acid, the intermediate in the synthesis of glucuronides and of many other compounds, and uridine diphosphate N-acetylglucosamine which is an intermediate in the synthesis of mucopolysaccharides. Uridine diphosphate muramic acid was isolated by Park (P2) from Staphylococcus aureus... 

A similar approach had been described for the synthesis of the mycotoxin patulin (2,3-pyranose-fused unsaturated lactone) from a 2-arabinopyranos-2-uloside derivative,16 and more recently, for the synthesis of a potent germination stimulant and some analogous compounds from D-xylose or commercially available D-glucuronic acid y-lactone.17... 

Z3. Zhivkov, V., Measurement of uridine diphosphate glucuronic acid concentration and synthesis in animal tissues. Biochem. J. 120, 505-508 (1970). 

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