The Oxidation of Sugar Alcohols by Acetobacter suboxydans¹

Abstract

Oxidation of Sugar Alcohols by Acetobacter suboxydans 1201 was added dropwise to the reaction flask, and the mixture was refluxed seven hours. Continuous stirring was maintained. The reaction mixture was decomposed with ice and a little hydrochloric acid. The carbon disulfide layer was separated and washed with water.The aqueous layer was extracted with ether, and the extract was washed with water. The ether and carbon disulfide solutions were combined and dried over sodium sulfate. Removal of the solvent by distillation gave a dark red oil. Highboiling ligroin was added, and the mixture was cooled. A brown crystalline solid was obtained. The filtrate was diluted with ether, extracted with 10% sodium hydroxide solution and dried over sodium sulfate. The ether was removed, and the residue was distilled at atmospheric pressure. A small amount of propionitrile (b. p. 95-102°) and 10 g. of mesitylene (b. p. 160-164°) were obtained.The brown solid was dissolved in 10% sodium hydroxide. solution and the solution was extracted with ether, the aqueous solution was acidified and the solid was collected. This was crystallized by dissolving it in hot methyl alcohol, adding a little water and cooling. Further purification was effected by crystallization from benzene diluted with a little ligroin: yield 11.6 g.; m. p. 127-128°.

Bioproduction ofD-Psicose from Allitol withEnterobacter aerogenesIK7: A New Frontier in Rare Ketose Production

“…The bacterium was grown at different temperatures, (20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35)(36)(37) C) to optimize growth and activity. The highest biomass yield was obtained when it was incubated at 28 C ( Fig.…”

“…4), not obeying the Bertrand-Hudson rule. [22][23][24] The main corresponding dehydrogenase involved in allitol oxidation appeared to be ribitol dehydrogenase (D-erythro dehydrogenase), but more than one dehydrogenase was probably involved in the oxidation of these substrates. There have been several reports on ribitol dehydrogenase-producing microorganisms.…”

Synthesis and ring structure of 7-acetamido-7-deoxy-L-galacto-heptulose

“…Accordin g to the Bertrand-Hudson rule [2], one would expect A. suboxydans to produce 7-ace tamido-7-deoxyheptuloses from eight l-ace tamido-I-deoxyh e ptitol s. This pape r re ports th e pre paration and properties of a new heptulose, 7-acetamido-7-…”

Preparation of D-mannitol-C-14 and its conversion to D-fructose-1-(and 6)-C-14 by acetobacter suboxydans

“…The crop of fructose undiluted with carrier contained 2.40 ,ltC, and the carrier-diluted sugar contained 2.39 ,ltC; thus the radiochemical yield was 4.79 ,ltC, or 54 .4 percent. 5 …”