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Multiple Choice
Which Fischer projection represents -glucose?
A
The Fischer projection with the hydroxyl group on the right at the penultimate carbon (), and the configuration (from top to bottom, to ): right, left, right, right.
B
The Fischer projection with the hydroxyl group on the left at the penultimate carbon (), and the configuration (from top to bottom, to ): left, right, left, left.
C
The Fischer projection with all hydroxyl groups on the left from to .
D
The Fischer projection with alternating hydroxyl groups (right, left, right, left) from to .
Verified step by step guidance
1
Recall that the D- or L- designation in sugars is determined by the configuration of the hydroxyl group on the penultimate carbon (the second to last carbon in the chain). For D-sugars, the hydroxyl group on this carbon is on the right in the Fischer projection.
Identify the penultimate carbon in the glucose molecule, which is carbon 5 (C\_5) in the six-carbon chain of glucose.
Examine the configurations of the hydroxyl groups on carbons 2 through 5 (C\_2 to C\_5) in the Fischer projection. For D-glucose, the pattern from top (C\_2) to bottom (C\_5) is right, left, right, right.
Compare the given Fischer projections to see which one matches the pattern of hydroxyl group positions (right, left, right, right) from C\_2 to C\_5 and has the hydroxyl group on the right at C\_5, confirming it as D-glucose.
Remember that the other options with different patterns or with the hydroxyl group on the left at C\_5 correspond to L-glucose or other stereoisomers, so they can be excluded.