Chapter 25: Problem 8
How many chiral centers are present in D-glucose? in D-ribose?
Chapter 25: Problem 8
How many chiral centers are present in D-glucose? in D-ribose?
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Get started for freePropose structural formulas for the following polysaccharides. (a) Alginic acid, isolated from seaweed, is used as a thickening agent in ice cream and other foods. Alginic acid is a polymer of D-mannuronic acid in the pyranose form joined by \(\beta-1,4\)-glycosidic bonds. (b) Pectic acid is the main component of pectin, which is responsible for the formation of jellies from fruits and berries. Pectic acid is a polymer of D-galacturonic acid in the pyranose form joined by \(\alpha-1,4\)-glycosidic bonds.
Hot water extracts of ground willow and poplar bark are an effective pain reliever. Unfortunately, the liquid is so bitter that most people refuse it. The pain reliever in these infusions is salicin, a \(\beta\)-glycoside of D-glucopyranose and the phenolic - OH group of 2-(hydroxymethyl)phenol. Draw a structural formula for salicin, showing the glucose ring as a chair conformation.
Are \(\alpha\)-D-glucose and \(\beta\)-D-glucose enantiomers? Explain.
Draw Fischer projections for the product(s) formed by reaction of D-galactose with the following. In addition, state whether each product is optically active or inactive. (a) \(\mathrm{NaBH}_{4}\) in \(\mathrm{H}_{2} \mathrm{O}\) (b) \(\mathrm{H}_{2} / \mathrm{Pt}\) (c) \(\mathrm{HNO}_{y}\) warm (d) \(\mathrm{Br}_{2} / \mathrm{H}_{2} \mathrm{O} / \mathrm{CaCO}_{3}\) (e) \(\mathrm{H}_{5} \mathrm{IO}_{6}\) (f) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}\)
Draw a chair conformation for the \(\alpha\) form of a disaccharide in which two units of D-glucopyranose are joined by a \(\beta-1,3\)-glycosidic bond.
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