D-Glucose configuration

D-mannose derivatives. Chitose and its oxidation products must then necessarily have a D-glucose configuration. The problem thus presented was solved by Levene and LaForge in 191554- 58 in the following manner. 

Attempts to decide whether D-glucosamine is 2-amino-D-glucose or 2-amino-D-mannose have provided a series of fascinating investigations8-13 the balance of evidence therefrom favoring the D-glucose configuration. 

Similar results, although with lesser yields, were reported for oxidations with hydrogen peroxide in /erf-butanol in the presence of osmium tetroxide.14 With triacetyl-D-glucal, as well as with free D-glucal, the D-glucose configuration is formed to a greater extent than the D-mannose one. 

Dehydration of D-fucose (9) to the enol (10) seems reasonable because D-fucose has the galactose configuration, i.e. an axial 4-OH group. D-Quinovose, which has a D-glucose configuration, might also be involved. 

Haworth formulas are satisfactory for representing configurational relationships in pyranose forms but are uninformative as to carbohydrate conformations X ray crystal lographic studies of a large number of carbohydrates reveal that the six membered pyra nose ring of D glucose adopts a chair conformation... 

Another name for glucitol obtained by reduction of d glucose is sorbitol it is used as a sweetener especially in special diets required to be low in sugar Reduction of D fructose yields a mixture of glucitol and mannitol corresponding to the two possi ble configurations at the newly generated chirality center at C 2... 

Fig. 10. Suggested pathway for the biosynthesis of L-ascorbic acid (with retention of configuration) in higher plants based on D-glucose-l- C...

Because the configuration at C-2 is lost on enolization, the enediol intermediate can revert either to D-glucose or to D-mannose. Two stereoisomers that have multiple chirality centers but differ in configuration at only one of them are refened to as... 

Carbohydrate Components of Antibiotics. Part III. Synthesis of 3.6-Dideoxy-3-dimethylamino- 3-D-glucose Hydrochloride Monohydrate the Absolute Configuration of Mycaminose, A. B. Foster, T. D. Inch, J. Lehmann, M. Stacey, and J. M. Webber, /. Chem. Soc., (1962) 2116-2118. 

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