Skip to main content
Ch.6 Carbohydrates–Life’s Sweet Molecules
Chapter 3, Problem 6.68b

Identify the following carbohydrates as the α or ß anomer:
(b) <IMAGE>

Verified step by step guidance
1
Identify the anomeric carbon in the carbohydrate structure. This is the carbon that was the carbonyl carbon (C=O) in the open-chain form of the sugar.
Determine the orientation of the hydroxyl group (-OH) attached to the anomeric carbon.
If the hydroxyl group on the anomeric carbon is on the opposite side of the ring as the CH2OH group (in a D-sugar), it is the α-anomer.
If the hydroxyl group on the anomeric carbon is on the same side of the ring as the CH2OH group (in a D-sugar), it is the ß-anomer.
Use the orientation of the hydroxyl group to identify whether the carbohydrate is the α or ß anomer.

Verified Solution

Video duration:
2m
This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Anomers

Anomers are a type of stereoisomer found in carbohydrates that differ in configuration at the anomeric carbon, which is the carbon derived from the carbonyl group during the formation of a cyclic structure. The two forms are designated as α (alpha) and ß (beta), depending on the orientation of the hydroxyl group attached to the anomeric carbon relative to the CH2OH group in the cyclic form.
Recommended video:
Guided course
2:49
Cyclic Structures of Monosaccharides Concept 1

Cyclic Structure of Carbohydrates

Carbohydrates can exist in linear and cyclic forms. When a monosaccharide cyclizes, it forms a ring structure, typically a five-membered (furanose) or six-membered (pyranose) ring. This cyclization involves the reaction of the carbonyl group with a hydroxyl group, leading to the formation of an anomeric carbon, which is crucial for determining whether the anomer is α or ß.
Recommended video:
Guided course
2:49
Cyclic Structures of Monosaccharides Concept 1

Determining Anomeric Configuration

To determine whether a carbohydrate is in the α or ß configuration, one must examine the position of the hydroxyl group on the anomeric carbon. If the hydroxyl group is on the opposite side (trans) of the CH2OH group in the cyclic structure, it is classified as α; if it is on the same side (cis), it is classified as ß. This distinction is essential for understanding the carbohydrate's properties and reactivity.
Recommended video:
Guided course
01:08
The Electron Configuration: Condensed