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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Question
Chapter 20.2, Problem 20.4P
Interpretation Introduction
Interpretation:
The enantiomer of the given monosaccharide has to be identified from the given options.
Concept introduction:
Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity. Stereoisomers are due to the presence of stereocenter.
The pair of Enantiomers is non-superimposable mirror images of each other.
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D- and L- designations are used to distinguish between the two possible
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From the Fischer projection, determine the designation of this
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Using the tree structures for the following monosaccharides and comparing to
that for glucose, draw the structures of the following:
A. tree (Fischer) structures of: D-mannose and L-mannose
B. ring structures of alpha-D-mannose, beta-D-mannose, alpha-L-mannose, and beta-L-mannose
Draw the ring (Haworth) structures as 6-membered pyranoses, being careful to show the positions of the
hydroxyl groups above or below the plane of the ring.
Following are Fischer projections for a group of five-carbon sugars, all of which are
aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers. (The sugars
shown here are not all of the possible five-carbon sugars.)
1
СНО
2
СНО
СНО
Н-С—ОН
Н-С—ОН
Н—С—ОН
Н-С—ОН
НО —С—Н
Н-С—ОН
Н- С—ОН
НО—С— Н
НО—С—Н
CH̟OH
CH̟OH
ČH̟OH
в iоchemistry |61
STATE
ATION
Republic of the Philippines
Romblon State University
Romblan, Philippines
4
СНО
5
СНО
6
СНО
НО—С—Н
Н-С—ОН
НО -С—Н
Н—С—ОН
НО -С—Н
НО -С—Н
H-C–OH
Н-С—ОН
НО—С—Н
CH,OH
ČH,OH
CH,OH
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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- Following are Fischer projections for a group of five-carbon sugars, all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers. (The sugars shown here are not all of the possible five-carbon )arrow_forwardFor the first part, draw a Fischer projection formula for the enantiomer of each of the following monosaccharides. For the second part, identify whether the images are in D- or L-configuration. Write your answers first on a piece of bond paper.arrow_forwardFollowing are Fischer projection for a group of five carbon sugars,all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers.(The sugar shown herebare not all of the possible five carbon sugars.)arrow_forward
- Following are Fischer projections for a groupof five-carbon sugars, all of which are aldopentoses. Identify thepairs that are enantiomers and the pairs that are epimers. (Thesugars shown here are not all of the possible five-carbon sugars.)arrow_forwardGive one specific sample structure (Fischer Projection or Haworth) of the following carbohydrate derivatives: - Amino-sugararrow_forwardDraw the Fischer projection for a monosaccharide.arrow_forward
- Give one specific sample structure (Fischer Projection or Haworth) of the following carbohydrate derivatives: - Alditols - Deoxy-sugararrow_forwardIn the formula for sucrose (structure shown above), the bottom ring is pyranose. True or False?arrow_forward1) Please list all glycosidic linkages between each monosaccharide units. For example, α(1→4)2) Please discuss whether these oligo/polysaccharides would be reducing or non-reducing sugar. Remember to state your reasoning in complete sentence.arrow_forward
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