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Animated Solution for Chemistry - Biomolecules: The term anomers of glucose refers to

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Visualized Solution

  • Anomers are cyclic diastereomers (epimers) that differ in configuration ONLY at the hemiacetal or hemiketal carbon.
  • This specific carbon is known as the anomeric carbon.

  • In aldohexoses like glucose, the aldehyde group is at .
  • Upon cyclization, becomes the anomeric carbon.

  • -D-glucose: The group at is below the plane of the ring.
  • -D-glucose: The group at is above the plane of the ring.

  • Therefore, anomers of glucose are isomers that differ in configuration at carbon one ().

The Sigma Insight: Carbohydrates

Solution Diagram

The Magic of Cyclization

To truly understand what anomers are, we must first look at how glucose behaves in an aqueous solution. Glucose is an aldohexose, meaning it has a six-carbon chain with an aldehyde group at the very first carbon (). However, this open-chain structure is not how glucose prefers to exist.
In a beautiful display of intramolecular chemistry, the hydroxyl () group on the fifth carbon () attacks the carbonyl carbon (). This nucleophilic addition forms a stable six-membered ring known as a pyranose ring.

The Birth of the Anomeric Carbon

When this ring closes, something fascinating happens at . The previously flat, hybridized carbonyl carbon is transformed into a tetrahedral, hybridized chiral center. Because it is a newly formed chiral center created by cyclization, it gets a special name: the anomeric carbon.
Since a new chiral center is formed, it can exist in two different spatial configurations. These two distinct cyclic isomers are called anomers.

vs Glucose

Let's look at the two possible outcomes of this cyclization:
1. -D-glucose: In this anomer, the newly formed group at points downwards, or trans to the group at in the standard Haworth projection. 2. -D-glucose: In this anomer, the group at points upwards, or cis to the group at .
These two molecules are identical in every single way except for the spatial arrangement at . Because they differ at only one chiral center out of several, they are a specific type of diastereomers known as epimers. However, because this difference is specifically at the hemiacetal carbon, we use the more precise term: anomers.

Final Conclusion

Therefore, when we talk about the anomers of glucose, we are strictly referring to the isomers that differ in their configuration at carbon one (). This perfectly aligns with the definition and leads us directly to the correct option.

Similar Questions

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-D(+)-glucose and -D-(+)-glucose are

(A)
conformers
(B)
epimers
(C)
anomers
(D)
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The change in the optical rotation of freshly prepared solution of glucose is known as

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racemization
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specific rotation
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mutarotation
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Which of the following is correct structure of -anomer of maltose?

(A)
(B)
(C)
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The number of chiral carbons present in sucrose is ……… .

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Hydrolysis of sucrose gives

(A)
-D--glucose and -D--fructose
(B)
-D--glucose and -D--fructose
(C)
-D--glucose and -D--fructose
(D)
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Fructose is an example of

(A)
pyranose
(B)
ketohexose
(C)
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What are the functional groups present in the structure of maltose?

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One ketal and one hemiketal
(B)
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(B)
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(C)
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(D)
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Which of the glycosidic linkage between galactose and glucose is present in lactose?

(A)
C-1 of galactose and C-4 of glucose
(B)
C-1 of galactose and C-6 of glucose
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C-1 of glucose and C-4 of galactose
(D)
C-1 of glucose and C-6 of galactose
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Which of the following statement is not true for glucose?

(A)
The pentaacetate of glucose does not react with hydroxylamine to give oxime
(B)
Glucose exists in two crystalline forms and
(C)
Glucose gives Schiff's test for aldehyde
(D)
Glucose reacts with hydroxylamine to form oxime