Biochemistery

Difference between epimer and anomer [with examples]

Epimers vs Anomers

Difference between epimer and anomer

Anomers:

Definition: Anomers are stereoisomers that occur due to differences in configuration at their anomeric carbon.

Anomeric Carbon: Anomeric carbon is the carbon atom with an aldehyde or ketone group in the acyclic form of a sugar molecule.

Stability: Anomers are stable cyclic sugar molecules.

Types: Anomers are classified as alpha (α) or beta (β) based on the position of the hydroxyl group attached to the anomeric carbon.

Example, In glucose, the alpha and beta anomers have opposite orientations of the hydroxyl group at the anomeric carbon.

Epimers:

Definition: Epimers are stereoisomers that differ from each other at only one chiral carbon.

Chiral Carbon: Epimers differ in configuration at any single stereogenic center.

Specific Difference: Unlike mirror-image pairs (enantiomers), epimers are not mirror images of each other.

Example, D-glucose and D-mannose are epimers because they differ in configuration at one specific carbon center.

In summary, while epimers differ at any one chiral carbon, anomers specifically differ at the acetal/hemiacetal carbon (the anomeric carbon) in cyclic sugar structures. Both concepts are essential for understanding the diversity of organic compounds.

Characteristic Epimers Anomers
Definition Stereoisomers differ at any single chiral center. Stereoisomers differ at the anomeric carbon.
Chiral Carbon Anyone chiral center. Anomeric carbon (acetal/hemiacetal carbon).
Stability Stable cyclic sugar molecules. Stable cyclic sugar molecules.
Types α (alpha) and β (beta) based on hydroxyl group position. α (alpha) and β (beta) based on hydroxyl group position.
Example D-glucose α and β anomers. D-glucose α and β anomers.

 

Mahdi Morshedi Yekta

Nothing fascinates me more than medical science, as it constantly challenges me to learn new things and improve my skills.

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