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Visualized Solution
The Sigma Insight: Carbohydrates
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)
enantiomers
LEVELJEE Main
The change in the optical rotation of freshly prepared solution of glucose is known as
(A)
tautomerism
(B)
racemization
(C)
specific rotation
(D)
mutarotation
JEE Main 2021
LEVELJEE Main
Which of the following is correct structure of -anomer of maltose?
(A)
(B)
(C)
(D)
JEE Main 2020
LEVELJEE Main
The number of chiral carbons present in sucrose is ……… .
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LEVELJEE Main
Hydrolysis of sucrose gives
(A)
-D--glucose and -D--fructose
(B)
-D--glucose and -D--fructose
(C)
-D--glucose and -D--fructose
(D)
-D--glucose and -D--fructose
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LEVELBoard
Fructose is an example of
(A)
pyranose
(B)
ketohexose
(C)
aldohexose
(D)
heptose
JEE Main 2020
LEVELJEE Main
What are the functional groups present in the structure of maltose?
(A)
One ketal and one hemiketal
(B)
One acetal and one ketal
(C)
One acetal and one hemiacetal
(D)
Two acetals
LEVELJEE Main
Complete hydrolysis of cellulose gives
(A)
D-fructose
(B)
D-ribose
(C)
D-glucose
(D)
L-glucose
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LEVELJEE Main
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
(C)
C-1 of glucose and C-4 of galactose
(D)
C-1 of glucose and C-6 of galactose
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LEVELJEE Main
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
