question archive Anomers are stereoisomers of cyclic sugars that differ in configuration only at the hemiacetal or hemiketal carbon

Anomers are stereoisomers of cyclic sugars that differ in configuration only at the hemiacetal or hemiketal carbon

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Anomers are stereoisomers of cyclic sugars that differ in configuration only at the hemiacetal or hemiketal carbon.

Glucose is both an aldehyde at C-1 and an alcohol at C-5. These two groups can react with each other to form a cyclic hemiacetal (glucopyranose).

In the hemiacetal, C-1 has become chiral. It can have the OH group either "down" or "up". These two isomers are anomers, and C-1 (the original carbonyl carbon) is the anomeric carbon.

Fructose is both a ketone at C-2 and an alcohol at C-5. These two groups can react with each other to form a cyclic hemiketal (fructofuranose).

In the hemiketal, the anomeric carbon, C-2, has become chiral. It can have the OH group either "down" or "up". These two isomers are also anomers.

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