Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Textbook Question
Chapter 20, Problem 20.79CP
Write the open-chain structure of the only ketotetrose. Name this compound. Does it have an optical isomer?
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Draw the structure of the disaccharide with a systematic name of: (1→6)-B-1) glucopyranosyl-B-D-fructofuranoside
Which of the following is the correct systematic name of the disaccharide shown?
OH
он
но
но
но-
OH
Он
a-D-glucopyranosyl-(1-3)-B-D-galactopyranose
O a-D-glucopyranosyl-(1–3)-B-D-glucopyranose
O a-D-gulopyranosyl-(1-4)-B-D-glucopyranose
O a-D-gulopyranosyl-(1-4)-B-D-galactopyranose
Given the structures of the saccharides below, encircle and name the glycosidic bonds present. Indicate the orientation (α or β) of each monosaccharide units in the given figures.
Chapter 20 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 20.1 - Classify the following monosaccharides as an...Ch. 20.1 - Prob. 20.2PCh. 20.2 - Prob. 20.3PCh. 20.2 - Prob. 20.4PCh. 20.2 - Prob. 20.6PCh. 20.3 - D-Talose, a constituent of certain antibiotics,...Ch. 20.3 - Prob. 20.8PCh. 20.3 - Draw the structure that completes the mutarotation...Ch. 20.4 - Prob. 20.10KCPCh. 20.4 - Prob. 20.11P
Ch. 20.4 - Prob. 20.12PCh. 20.4 - Prob. 20.13PCh. 20.4 - Prob. 20.1CIAPCh. 20.4 - Prob. 20.2CIAPCh. 20.4 - All cells in your body contain glycoproteins...Ch. 20.5 - Draw the structure of the and anomers that...Ch. 20.6 - Prob. 20.15PCh. 20.6 - Prob. 20.16PCh. 20.6 - Prob. 20.17KCPCh. 20.7 - Prob. 20.4CIAPCh. 20.7 - Prob. 20.5CIAPCh. 20.7 - Prob. 20.6CIAPCh. 20.7 - Prob. 20.7CIAPCh. 20.7 - Prob. 20.18PCh. 20.7 - Prob. 20.19PCh. 20.7 - Prob. 20.8CIAPCh. 20.7 - Prob. 20.9CIAPCh. 20.7 - Prob. 20.10CIAPCh. 20 - During the digestion of starch from potatoes, the...Ch. 20 - Prob. 20.21UKCCh. 20 - Consider the trisaccharide A, B, C shown in...Ch. 20 - Hydrolysis of both glycosidic bonds in the...Ch. 20 - Prob. 20.24UKCCh. 20 - Are one or more of the disaccharides maltose,...Ch. 20 - Prob. 20.26UKCCh. 20 - Prob. 20.27UKCCh. 20 - Prob. 20.28APCh. 20 - What is the family-name ending for a sugar?Ch. 20 - Prob. 20.30APCh. 20 - Classify the four carbohydrates (a)(d) by...Ch. 20 - Prob. 20.32APCh. 20 - How many chiral carbon atoms are there in each of...Ch. 20 - Prob. 20.34APCh. 20 - Prob. 20.35APCh. 20 - Name four important monosaccharides and tell where...Ch. 20 - Prob. 20.37APCh. 20 - Prob. 20.38APCh. 20 - What is the structural relationship between...Ch. 20 - Prob. 20.40APCh. 20 - In Section 15.6, you saw that aldehydes react with...Ch. 20 - Sucrose and D-glucose rotate plane-polarized light...Ch. 20 - Prob. 20.43APCh. 20 - Prob. 20.44APCh. 20 - Prob. 20.45APCh. 20 - What is mutarotation? Do all chiral molecules do...Ch. 20 - What are anomers, and how do the anomers of a...Ch. 20 - What is the structural difference between the ...Ch. 20 - D-Gulose, an aldohexose isomer of glucose, has the...Ch. 20 - Prob. 20.50APCh. 20 - In its open-chain form, D-altrose has the...Ch. 20 - Prob. 20.52APCh. 20 - Prob. 20.53APCh. 20 - Prob. 20.54APCh. 20 - Prob. 20.55APCh. 20 - What is the structural difference between a...Ch. 20 - What are glycosides, and how can they be formed?Ch. 20 - Prob. 20.58APCh. 20 - Prob. 20.59APCh. 20 - Give the names of three important disaccharides....Ch. 20 - Lactose and maltose are reducing disaccharides,...Ch. 20 - Amylose (a form of starch) and cellulose are both...Ch. 20 - Prob. 20.63APCh. 20 - Prob. 20.64APCh. 20 - Prob. 20.65APCh. 20 - Gentiobiose, a rare disaccharide found in saffron,...Ch. 20 - Prob. 20.67APCh. 20 - Prob. 20.68APCh. 20 - Prob. 20.69APCh. 20 - Amylopectin (a form of starch) and glycogen are...Ch. 20 - What is the physiological purpose of starch in a...Ch. 20 - Prob. 20.72APCh. 20 - Prob. 20.73APCh. 20 - Prob. 20.74CPCh. 20 - Prob. 20.75CPCh. 20 - Prob. 20.76CPCh. 20 - Prob. 20.77CPCh. 20 - Prob. 20.78CPCh. 20 - Write the open-chain structure of the only...Ch. 20 - Prob. 20.80CPCh. 20 - Prob. 20.81CPCh. 20 - When a person cannot digest galactose, its reduced...Ch. 20 - Describe the differences between mono-, di-, and...Ch. 20 - Prob. 20.84CPCh. 20 - Prob. 20.85CPCh. 20 - Many people who are lactose intolerant can eat...Ch. 20 - Prob. 20.87GPCh. 20 - Prob. 20.88GPCh. 20 - Prob. 20.89GP
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- write the structure of the following disaccharides ex: Beta- D- Galactopyranosyl- alpha-D-glucosearrow_forwardWhich of the following is the correct systematic name of the disaccharide shown? α-D-glucopyranosyl-(1→3)-β-D-galactopyranose α-D-gulopyranosyl-(1→4)-β-D-glucopyranose α-D-gulopyranosyl-(1→4)-β-D-galactopyranose α-D-glucopyranosyl-(1→3)-β-D-glucopyranosearrow_forwardWhen D-gulose forms a ring structure, a) b) a ketone and a hydroxyl group react to form a hemiketal. the ring is unstable at neutral pH. the ring contains four stereogenic centers. an intramolecular reaction creates a glycosidic bond.arrow_forward
- Give one specific sample structure (Fischer Projection or Haworth) of the following carbohydrate derivatives: - Alditols - Deoxy-sugararrow_forwardGiven the structure of disaccharide below: (a) is it reducing? (b) will it react positively with Benedict's reagent and (c) what specific glycosidic linkage is the name of the disaccharide?arrow_forwardThe following structure is sorbose Answer the following questions and briefly explain Draw β-D-sorbufuranose Draw β-D-sorbufuranosyl(2->1) β-D-glucopyranoside. Is this reducing sugar? What would be the probable function of this disaccharide, structural or storage?arrow_forward
- Imagine a trisaccharide that has D-Altrose, D-Gulose, and D-Ribose. D-Altrose is bonded to D-Gulose in an α(1→4) glycosidic bond and D-Ribose is bonded to D-Altrose in an α(1→6) glycosidic bond. Draw the imaginary trisaccharide using Haworth projection with the appropriate representation of each monosaccharide.arrow_forwardDraw the structures of the following compounds. (Includes both new and old names.) 3-cyclopentylhexan-3-olarrow_forwardWhat is homopolysachharide? Give one example.arrow_forward
- Draw condensed structural formulas for all products obtained from the complete hydrolysis of the following triacylglycerol.arrow_forwardGiven the structure of disaccharide below: (a) is it reducing or non-reducing?(b) will it react positively with Benedict's reagent and (c) what specific name of glycosidic linkage of the disaccharide is given?arrow_forwardPropose a mechanism for the conversion of (C) to (D). (Note: It is not acceptable to propose a primary carbocation as an intermediate.)arrow_forward
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