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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Chapter 20, Problem 20.58AP
Interpretation Introduction
Interpretation:
The two glyosidic products that is expected to form from the reaction of methanol and D-mannose has to be drawn.
Concept introduction:
Glycosides formation:
Carbohydrates react with an alcohol in acid catalyst and produce both anomers-acetals, if alkoxy group points down then it is
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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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- Seduheptulose is an intermediate in respiratory and photosynthetic pathways and plays a vital role in the non-oxidative branch of the pentose phosphate pathway. The structure of the Seduheptulose is shown below. Illustrate the two (2) pyranose Haworth projection of the said compound.arrow_forwardWhat is the complete name of the following sugar? но он носн он Write out the words alpha and beta. This question is case-sensitive. Capitalize only the configuration designation, D or L, example: beta-D-glucopyranose.arrow_forwardD- and L- designations are used to distinguish between the two possible enantiomers of the monosaccharide, galactose. From the Fischer projection, determine the designation of this monosaccharide.arrow_forward
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- Draw the structural formula for -D-glucosyl-(1n6)-D-mannosamine and circle the part of this structure that makes the compound a reducing sugar.arrow_forwardFollowing 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,OHarrow_forwardDoes gentiobiose (Problem 20.66) have an acetal grouping? A hemiacetal grouping? Do you expect gentiobiose to be a reducing or nonreducing sugar? How would you classify the linkage (x or β and carbon numbers) between the two monosaccharides?arrow_forward
- 1) 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_forwardUse the two Fischer projections shown below to draw the Haworth projection of these two sugars linked by an a(1-2) linkage, with the ß isoform of the ketohexose. H H ㅎ HO H H OH OH ОН Н НО CH₂OH 애,애애 OH CH₂OH OH H OH OH OH I OH CH₂OH OH OH OH Eng са CH2OH CH2OH OH OH ОН ОН CH₂OH Н OH Н Н OH Н T I CH₂OH CH₂OH OH OH OH CH₂OH CH₂OH Н CH₂OH CH₂OH ОН OH OH НО OH H Н OH CH₂OHarrow_forwardIn the monosaccharide derivatives known as sugar alcohols, the carbonyl oxygen is reduced to a hydroxyl group. For example, D-glyceraldehyde can be reduced to glycerol. However, this sugar alcohol is no longer designated D or L. Why?arrow_forward
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