Monosaccharides - D and L Isomerism Video Lessons

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Problem: Stereochemistry in biological molecules is often denoted by the D- and L- convention, instead of the R- and S- configurations determined by the Cahn- Ingold- Prelog methodology Historically, the glyceraldehyde enantiomer that rotated plane polarized light clockwise was arbitrarily designated as "D"  and the other enantiomer was designated as the "L" configuration.The D-glyceraldehyde Fischer projection is shown below. Identify which of the following structures are equivalent to the D-configuration.D- glyceraldehydeThere should be 3 correct choices

FREE Expert Solution
  • For Fischer projections, determine the prioritization of each group. If the location of the lowest priority group is:

vertical → chirality as it looks

horizontal → flipped

  • Recall that R (D in this case) are clockwise priority. On the other hand, counterclockwise for S (L in this case)
  • Analyzing the groups
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Problem Details

Stereochemistry in biological molecules is often denoted by the D- and L- convention, instead of the R- and S- configurations determined by the Cahn- Ingold- Prelog methodology Historically, the glyceraldehyde enantiomer that rotated plane polarized light clockwise was arbitrarily designated as "D"  and the other enantiomer was designated as the "L" configuration.

The D-glyceraldehyde Fischer projection is shown below. Identify which of the following structures are equivalent to the D-configuration.

D- glyceraldehyde

There should be 3 correct choices

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