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Chemistry · Glossary

What is Anomers?

Also known as: Haworth projection · anomeric carbon · mutarotation

Definition 30.10 University Chemistry — Year 2 · Chapter 30 — Biomolecules: Amino Acids, Sugars, Lipids and Nucleotides

In a Haworth projection the ring of a cyclic sugar is drawn flat, perpendicular to the page, with its oxygen at the back right and its substituents above or below the ring. The hemiacetal carbon (C1 of an aldose) is the anomeric carbon; the two configurations it can take give two diastereoisomers, the anomers: for a D sugar, α\alpha has the anomeric OH\ce{OH} below the ring (opposite the CHX2OH\ce{CH2OH}), β\beta above. In water the anomers interconvert through the open chain, and the optical rotation of a freshly dissolved anomer drifts to an equilibrium value: mutarotation.

D-Glucose. Left: the open chain in Fischer projection, OH on C5 to the right (D). Middle and right: the two pyranose anomers in Haworth projection; the groups on the right of the Fischer projection point down, those on the left point up, and C5 carries the CH2OH up. The anomers differ only at C1. Hydrogens on C2 to C5 are omitted.
D-Glucose. Left: the open chain in Fischer projection, OH on C5 to the right (D). Middle and right: the two pyranose anomers in Haworth projection; the groups on the right of the Fischer projection point down, those on the left point up, and C5 carries the CH2OH up. The anomers differ only at C1. Hydrogens on C2 to C5 are omitted.
D-Glucose. Left: the open chain in Fischer projection, OH on C5 to the right (D). Middle and right: the two pyranose anomers in Haworth projection; the groups on the right of the Fischer projection point down, those on the left point up, and C5 carries the CH2OH up. The anomers differ only at C1. Hydrogens on C2 to C5 are omitted.
D-Glucose. Left: the open chain in Fischer projection, OH\ce{OH} on C5 to the right (D). Middle and right: the two pyranose anomers in Haworth projection; the groups on the right of the Fischer projection point down, those on the left point up, and C5 carries the CHX2OH\ce{CH2OH} up. The anomers differ only at C1. Hydrogens on C2 to C5 are omitted.
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