Skip to content
Exercise · Q13

Q.What is the anomeric carbon of glucose? Which carbon becomes the anomeric carbon when fructose cyclises, and why is it a different carbon from glucose's?

West Bengal WbchseTextbookSubjectiveImportance★★★★★
27% · 13/49 Questions
✓ Free question

The anomeric carbon of a cyclic sugar is the ring carbon derived from the original open-chain carbonyl carbon, since it is the carbon that becomes a new stereocentre upon ring closure. In glucose, the carbonyl group in the open chain is an aldehyde at C1, so when the C5 hydroxyl attacks it during cyclisation, C1 becomes glucose's anomeric carbon.

In fructose, the carbonyl group in the open chain is instead a ketone at C2, so when the C5 hydroxyl attacks that carbon during cyclisation, it is C2 -- not C1 -- that becomes fructose's anomeric carbon. The anomeric carbon is always the carbon that was the carbonyl carbon before cyclisation, so which carbon it is depends entirely on where that sugar's own carbonyl group happens to sit.

✓Final answer

Glucose's anomeric carbon is C1 (aldehyde carbon); fructose's is C2 (ketone carbon), because the anomeric carbon is always wherever the sugar's original carbonyl group was.

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.