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Fundamentals of Organic ChemistryChemistryBiomolecules

Monosaccharides are assigned D- or L-configuration depending upon whether their standard Fischer projection formula has a right or left orientation, respectively, of the hydroxyl group at the:

Options

  1. Acarbon number 2
  2. Bbottom-most asymmetric carbon
  3. Ctop-most asymmetric carbon
  4. Danomeric carbon

Correct answer

B. bottom-most asymmetric carbon

Step-by-step solution

In the standard Fischer projection of a monosaccharide, the carbon chain is drawn vertically with the most oxidized carbon (the carbonyl group) at or near the top. The D- or L-configuration is determined by the orientation of the hydroxyl ( -OH ) group on the highest-numbered chiral center, which corresponds to the bottom-most asymmetric carbon atom. If the -OH group on this bottom-most asymmetric carbon is on the right side, the monosaccharide is assigned the D-configuration. If it is on the left side, it is assig

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