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Which of the following structures represents α-D-glucose ?
In the Haworth structure of the following carbohydrate, various carbon atoms have been numbered. The anomeric carbon is numbered as :
Carbohydrates are polyhydroxy aldehydes or ketones that represent enormous structural diversity in terms of the arrangement of atoms in space, resulting in hundreds of stereoisomers. Although the chemical properties of most stereoisomers may not be very different, their metabolic rate and utilization in biological systems is significantly different and known to influence the overall carbohydrate metabolism. Structural variants, which arise due to a different arrangement of atoms in three-dimensional space are known as stereoisomers. The number of stereoisomers can be theoretically estimated by using the formula 2n, where 'n' is the number of stereocenters or asymmetric (chiral) carbon atoms in a molecule. Out of these stereoisomers, there are some structures, which are mirror images of each other, and they are referred to as enantiomers. Answer the following questions :
Carbohydrates are essential for life in both plants and animals. Carbohydrates are used as storage molecules as starch in plants and glycogen in animals. Chemically they are polyhydroxy aldehydes or ketones. On the basis of their behaviour on hydrolysis, carbohydrates are classified as monosaccharides, oligosaccharides and polysaccharides. All monosaccharides are reducing sugars, i.e., they are oxidized by Tollens' reagent and Fehling's solution. A monosaccharide like glucose is aldohexose and its molecular formula was found to be C₆H₁₂O₆. After reacting with different reagents like HI, H₂N – OH, Bromine water, (CH₃CO)₂O, etc. its structure was found to contain one aldehyde group, one primary alcoholic group, (– CH₂OH) and four secondary alcoholic groups (> CHOH). Despite having the aldehyde group, glucose does not give some of the reactions of aldehyde group like Schiff's test, NaHSO₃ addition. This explains the existence of glucose in two cyclic hemiacetal forms which differ only in the configuration of the hydroxyl group at C – 1.
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