Question 14.sp.2: Consider the aldopentose ribose. (a) Label all chirality cen...

Consider the aldopentose ribose. (a) Label all chirality centers. (b) Classify ribose as a D or L monosaccharide. (c) Draw the enantiomer.

Consider the aldopentose ribose. (a) Label all chirality centers. (b) Classify ribose as a D or L monosaccharide. (c) Draw the enantiomer.

Analysis
• A chirality center has four different groups around a carbon atom.
• The labels D and L are determined by the position of the OH group on the chirality center farthest from the carbonyl group: a D sugar has the OH group on the right and an L sugar has the OH group on the left.
• To draw an enantiomer, draw the mirror image so that each group is a refl ection of the group in the original compound.

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a. The three carbons that contain both H and OH groups in ribose are chirality centers.

b. Ribose is a D sugar since the OH group on the chirality center farthest from the carbonyl is on the right.

c. The enantiomer of D-ribose, L -ribose, has all three OH
groups on the left side of the carbon chain.

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