EBK FUNDAMENTALS OF GENERAL, ORGANIC, A
8th Edition
ISBN: 8220102895805
Author: Peterson
Publisher: PEARSON
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Textbook Question
Chapter 20, Problem 20.23UKC
Hydrolysis of both glycosidic bonds in the following trisaccharide A, B, C yields three monosaccharides.
- (a) Are any two of these monosaccharides the same?
- (b) Are any two of these monosaccharides enantiomers?
- (c) Draw the Fischer projections for the three monosaccharides.
- (d) Assign a name to each monosaccharide.
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Given 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?
Indicate the following for each disaccharide:
I) type of glycosidic linkage i.e. a(1→4)
II) configuration i.e. alpha or beta
1.
OH
CH₂OH
0
OH
I)
II)
III)
IV)
OH
CH₂OH
-0
OH
ОН
OH
2.
HO
CH₂OH
0
I)
II)
III)
IV)
ОН
HOCH2
ОН
HO
ОН
CH₂OH
3.
CH, OH
CH2
О
CG
OH
ОН
HO
ОН
HỎ
I)
II)
III)
III) reducing or non-reducing sugar
IV) name of each monosaccharide
IV)
OH
OH
4.
HO
I)
II)
III)
IV)
CH₂OH
OH
0
ОН
CH₂OH
OH
ОН
OH
A) Describe the glycosidic bond (using standard convention) indicated by “Arrow a.”
B) Draw the open chain Fischer projection formula of the monosaccharide labeled “B”
C) Describe the glycosidic bond (as in question A) indicated by “Arrow b.”
Chapter 20 Solutions
EBK FUNDAMENTALS OF GENERAL, ORGANIC, A
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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- Indicate the following for each disaccharide: I) type of glycosidic linkage i.e. a(1→4) II) configuration i.e. alpha or beta 1. ОН CH₂OH OH I) II) III) IV) 0 ОН 0 CH₂OH OH ОН OH 2. HO CH₂OH I) II) III) IV) ОН HOCH₂, OH ·0 НО 0 ОНА CH₂OH 3. HO I) II) III) IV) CH OH OH O ОН III) reducing or non-reducing sugar IV) name of each monosaccharide HO CH₂ ОН OH ОН 4. HO I) II) III) IV) CH₂OH 0 OH ОН CH₂OH OH О ОН ОНarrow_forwardFollowing is a structural formula for a disaccharide. a) Name the two monosaccharide units in the disaccharide. b) Describe the glycosidic bond.arrow_forwardCarbohydrates Instructions: (A) Show the conversion from Fischer to Haworth projections. (B) Draw and give the systematic names of the two (2) possible Haworth structures for the following monosaccharides. 1.D- Ribose 2. D- Galactose 3. D- Fructosearrow_forward
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