Fructose projection formula

See the answer to Problem 16.20 for the Fischer projection formula of D-fructose. 

In D-family sugars, the OH on the chiral carbon farthest from the carbonyl group is on the right side in a Fischer projection formula. So both (+)-glucose and (-)-fructose are D-sugars despite their rotation of plane-polarized light in opposite directions. 

Although D-fructose is not an epimer of D-glucose or D-mannose (D-fructose is a ketohex-ose), all three yield the same phenylosazone. (a) Using Fischer projection formulas, write an equation for the reaction of fructose with phenylhydrazine. (b) What information about the stereochenfistry of D-fructose does this experiment yield ... 

FIGURE 7-7 Pyranoses and furanoses. The pyranose forms of o-glucose and the furanose forms of o-fructose are shown here as Haworth perspective formulas. The edges of the ring nearest the reader are represented by bold lines. Hydroxyl groups below the plane of the ring in these Haworth perspectives would appear at the right side of a Fischer projection (compare with Fig. 7-6). Pyran and furan are shown for comparison. 

The formulas of D-glucose and D-fructose using simplified Fischer projections may also be represented as follows ... 

Glucose, galactose, and fructose are the most important monosaccharides. They are all hexoses with the molecular formula C5H12O6 and are isomers of each other. Although we can draw Fischer projections for their d and l stereoisomers, the d stereoisomers are more commonly found in nature and used in the cells of the body. The Fischer projections for... 

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