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D-glucose

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Organic Chemistry

Definition

D-glucose is a monosaccharide, the most abundant sugar found in nature. It is an aldose, meaning it has an aldehyde group at one end, and is the stereoisomer with the D-configuration, indicating the position of the hydroxyl group on the chiral carbon farthest from the aldehyde group.

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5 Must Know Facts For Your Next Test

  1. D-glucose is the primary source of energy for many organisms, including humans, and is the main sugar found in the blood.
  2. The D-configuration of glucose refers to the orientation of the hydroxyl group on the chiral carbon farthest from the aldehyde group, which is on the right side when the molecule is drawn in the Fischer projection.
  3. D-glucose is optically active, meaning it can rotate the plane of polarized light, with the D-isomer being dextrorotatory (rotating the plane of light clockwise).
  4. The chirality of D-glucose is essential for its recognition and utilization by enzymes and receptors in the body, as well as its role in various biological processes.
  5. D-glucose is a key component of many important biomolecules, such as glycogen, cellulose, and starch, and is involved in numerous metabolic pathways.

Review Questions

  • Explain how the D-configuration of glucose relates to its optical activity.
    • The D-configuration of glucose refers to the orientation of the hydroxyl group on the chiral carbon farthest from the aldehyde group, which is on the right side when the molecule is drawn in the Fischer projection. This specific arrangement of atoms gives D-glucose the ability to rotate the plane of polarized light in a clockwise (dextrorotatory) direction. The D-configuration is essential for the optical activity of glucose, as it determines the molecule's interaction with polarized light and its recognition by various biological systems.
  • Describe the importance of the chirality of D-glucose in its role within biological environments.
    • The chirality of D-glucose, or its non-superimposable mirror image, is crucial for its recognition and utilization by enzymes and receptors in the body. The specific three-dimensional arrangement of atoms in D-glucose allows it to fit into and interact with the active sites of enzymes involved in metabolic pathways, as well as with receptors on cell surfaces. This chirality-dependent recognition is essential for the efficient transport, storage, and conversion of D-glucose into usable forms of energy for the organism. The unique chiral properties of D-glucose also contribute to its role in the formation of important biomolecules, such as glycogen, cellulose, and starch.
  • Analyze the relationship between the D-configuration of glucose and its classification as an aldose, and explain how this impacts its chemical and biological properties.
    • The D-configuration of glucose refers to the orientation of the hydroxyl group on the chiral carbon farthest from the aldehyde group, which is on the right side when the molecule is drawn in the Fischer projection. This specific arrangement of atoms not only gives glucose its optical activity, but also classifies it as an aldose, a monosaccharide with an aldehyde group at the end of the carbon chain. The aldehyde group of D-glucose allows it to undergo various chemical reactions, such as oxidation and reduction, which are crucial for its role in energy production and storage within biological systems. Additionally, the D-configuration and aldose structure of glucose contribute to its recognition by enzymes and receptors, enabling its efficient utilization and incorporation into important biomolecules like glycogen, cellulose, and starch. The interplay between the D-configuration and aldose classification of glucose is essential for its diverse functions and properties within the context of living organisms.

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