Homework6Solutions - BMB 461 Fall 2008 Homework...

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BMB 461 Fall 2008 Homework Assignment #6, Carbohydrates and Bioenergetics Key Posted Monday, October 13 A. Carbohydrates. In addition to the below, take a look at Nelson & Cox Chapter 7 Problems, #1, 3, and 4 (p. 267). 1. Indicate whether each of the following pairs of sugars consists of anomers, epimers, enantiomers, or none of these relationships. a. D-glyceraldehyde and dihydroxyacetone b. D-glucose and D-mannose c. D-erythrose and L-erythrose d. ! -D-glucose and " -D-glucose e. D-ribose and D-arabinose f. D-galactose and D-glucose Solution. a. none b. 2-epimers c. enantiomers d. anomers e. 2-epimers f. 4-epimers 2. What does the enzyme mutarotase catalyze? Show by an equation using the glucose isomers. Solution. ! -D-glucose !" " -D-glucose O H HO H HO H OH OH H H OH O H HO H HO H H OH H OH OH 3. Draw the Haworth structures of the following monosaccharides: D-glucopyranose, L-glucopyranose, D-glucofuranose, D-mannopyranose, D-galactopyranose, D-deoxy- ribofuranose, D-fructofuranose, D-fructopyranose. For the purposes of this problem, ignore the distinction between ! and " .
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Solution. O H OH OH H H OH H OH CH 2 OH H O OH H H OH OH H OH H H CH 2 OH O H OH OH H OH H H OH CH 2 OH H O OH H OH H H OH H OH CH 2 OH H OH CH 2 OH H CH 2 OH OH H H OH O H OH H CH 2 OH OH H H H O D-glucopyranose L-glucopyranose D-mannopyranose D-galactopyranose D-deoxyribofuranose D-fructofuranose H OH H CHOH H OH OH H O D-glucofuranose CH 2 OH O H OH CH 2 OH OH OH H OH H H H D-fructopyranose 4. How many stereoisomers are possible for the linear form of a ketopentose? A ketohexose? A ketoheptose?
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Solution. 4, 8, 16.
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Homework6Solutions - BMB 461 Fall 2008 Homework...

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