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Enzymatic Synthesis of Cytidine Diphosphate 3,6-Dideoxyhexoses

I. OVER-ALL REACTIONS

Sachiko Matsuhashi 1, Michio Matsuhashi 1, and Jack L. Strominger 1

From the 1 From the Department of Pharmacology, University of Wisconsin Medical School, Madison, Wisconsin 53706

The following reactions which lead to formation of a 3,6-dideoxyhexose have been described in the five known serotypes of Pasteurella pseudotuberculosis: formation of cytidine diphosphate d-glucose from CTP and agr-d-glucose 1-phosphate, formation of CDP-4-keto-6-deoxy-d-glucose from CDP-d-glucose, and conversion of CDP-4-keto-6-deoxy-d-glucose to CDP-3,6-dideoxyhexose. The dideoxyhexose synthesized enzymatically in these pathways (paratose in Types I and III, abequose in Type II, tyvelose in Type IV, or ascarylose in Type V) was in each case the same as that which is found in the lipopolysaccharide of the smooth strain. A rough mutant of Type I lacked CDP-d-glucose oxidoreductase. This pathway was also found in several strains of Salmonella.

Submitted on April 4, 1966


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