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Fundamentals of Organic ChemistryChemistryBiomolecules

Which of the following carbohydrates is the C-2 epimer of D-glucose?

Options

  1. AD-Mannose
  2. BL-Glucose
  3. CD-Galactose
  4. DD-Fructose

Correct answer

A. D-Mannose

Step-by-step solution

Epimers are diastereomers that differ in the configuration of only one stereogenic center. D-glucose and D-mannose differ in their stereochemistry only at the C-2 position. In D-glucose, the -OH group at C-2 is on the right side in the Fischer projection, whereas in D-mannose, the -OH group at C-2 is on the left side. Therefore, D-mannose is the C-2 epimer of D-glucose. D-galactose is the C-4 epimer of D-glucose, L-glucose is the enantiomer of D-glucose, and D-fructose is a functional isomer (a ketose) of D-glucose

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