Explain the meaning of the designations \(D\) and 1 . as used to specify the configuration of monosaccharides.

Short Answer

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Answer: The D and L designations indicate the configuration of a monosaccharide around the chiral center (asymmetric carbon) furthest away from the aldehyde or ketone group, specifically, the penultimate carbon atom. The D-configuration has the hydroxyl (OH) group on the right side, and the L-configuration has it on the left side in the Haworth projection. These designations are important because they affect the biological properties and functions of monosaccharides. Different organisms use different forms of sugars, and the majority of naturally occurring monosaccharides are in the D configuration. For example, D-glucose is the primary source of energy for our cells, while L-glucose cannot be metabolized by our body.

Step by step solution

01

Definition of D and L

The D and L designations basically indicate the configuration of a monosaccharide, specifically around the chiral center (asymmetric carbon) furthest away from the aldehyde or ketone group. The chiral center in consideration here is the penultimate carbon atom. The D- and L- configurations are used to differentiate stereoisomers among monosaccharides. In simple terms, stereoisomers are compounds with the same molecular formula but different spatial arrangement of their atoms.
02

Understanding Chiral Centers

A chiral molecule is one which is not superposable on its mirror image, just as our left hand is not superposable on our right hand. Chiral centers (or asymmetric carbon atoms) are carbon atoms that have four different groups attached to them. D and L configurations are determined by observing the spatial arrangement of the groups attached to the penultimate carbon atom.
03

D vs L Configuration

In the Haworth projection (a cyclic representation of a monosaccharide), if the hydroxyl (OH) group on the penultimate carbon atom is on the right side, the monosaccharide is said to have a D-configuration. On the other hand, if the hydroxyl (OH) group on the penultimate carbon atom is on the left side, the monosaccharide is said to have an L-configuration.
04

Importance of D and L Configuration

The D and L configurations are significant because they affect the biological properties and functions of monosaccharides. Different organisms use different forms of sugars, and the majority of naturally occurring monosaccharides are in the D configuration. For example, D-glucose is the primary source of energy for our cells, while L-glucose cannot be metabolized by our body.

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