Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 25.3, Problem DQ
Interpretation Introduction
Interpretation:
The consequence of the transformation of mannose to Fucose has to be explained.
Expert Solution & Answer
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Students have asked these similar questions
1. draw the product in the ff reactions
2. show the ring closure scheme for the glucose molecule
C. Trehalose and isomaltose are both dimers of glucose. However, they have considerably
different reactivities. Concisely explain why these differences are observed.
OH
HO
но
но.
HO
HO
OH
Но-
он
но
OH
HO
НО
trehalose
isomaltose
1. Isomaltose is a reducing sugar while trehalose is not.
2. Trehalose is very resistant to acid hydrolysis while isomaltose can be acid-hydrolyzed
with ease.
Which sugar will yield a single alditol upon reduction?
A. Rhamnose
B. Sorbose
C. Xylulose
D. Erythrulose
Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 25.1PCh. 25.2 - Prob. 25.2PCh. 25.2 - Prob. 25.3PCh. 25.3 - Prob. 25.4PCh. 25.3 - Prob. 25.5PCh. 25.3 - Prob. AQCh. 25.3 - Prob. BQCh. 25.3 - Prob. CQCh. 25.3 - Prob. DQCh. 25.3 - How many stereoisomers would result from the...
Ch. 25.4 - Prob. 25.6PCh. 25 - Prob. 25.7PCh. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10PCh. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Prob. 25.22PCh. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Prob. 25.28PCh. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Prob. 25.31PCh. 25 - Prob. 25.32PCh. 25 - Prob. 25.33PCh. 25 - Prob. 25.34PCh. 25 - In making candy or sugar syrups, sucrose is boiled...Ch. 25 - Prob. 25.36PCh. 25 - Prob. 25.37PCh. 25 - Prob. 25.38PCh. 25 - Prob. 25.39PCh. 25 - Prob. 25.40PCh. 25 - Prob. 25.41PCh. 25 - Prob. 25.42PCh. 25 - Prob. 25.43PCh. 25 - Digitalis is a preparation made from the dried...Ch. 25 - Prob. 25.45PCh. 25 - Prob. 25.46PCh. 25 - Prob. 25.47PCh. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50P
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- Which pairs of molecules are interconvertible via mutarotation? O a. D-glucose and D-fructose O b. D-glucose and D-galactose O c. D-glucose and D-glucosamine O d. a-D-glucose and B-D-glucosearrow_forwardConsider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as α or β and use numbers to designate its location between two rings (e.g., 1→4-β).c. What products are formed when stachyose is hydrolyzed with H3O+?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH3I, Ag2O?f. What products are formed when the product in (e) is treated with H3O+?arrow_forwardIn an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. a.Draw the structures of these compounds. b. Which of the six-membered ring compounds will be the major product?arrow_forward
- 2. Draw the two aldohexoses and one ketohexose that can be derived from the enol shown below. HC OH но H- HO- HO ČH,OH 3. Classify the following monosaccharides as reducing and nonreducing sugars. CH,OH CH,OH CH,OH OH он но - HO- OH OH HO он OH OH ČH,OH II III 4. Identify and name the glycosidic bond in the structure shown below. CH,OH OH OH онarrow_forwardTrehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. но но HO HO но "HO он но он OH O HO OHOH но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forwardShown below is an oligosaccharide. Mark each of the statements about this oligosaccharide as true (T) or false (F). ت تا OH OH он он OH он но но но- NHAC он он но он NHAC он он Contains a pentose f. Contains a uronic acid a. b. Contains a 1,3 glycosidic link g. Can mutorotate Contains glucose h. Is a branched chain sugar C. d. Contains galactose i. Is a form of starch е. Contains a deoxy sugar j. Contains an oa anomeric carbonarrow_forward
- 1. Draw the initial oxidation product of glucose i.e. the likely product of the first oxidation step of glucose (it may proceed further but don't worry about that). но. OH HO OH OHarrow_forwardWhat is the consequence of the transformation of mannose to fucose? 1. A reducing sugar is created. 2. Carbons 3 and 5 are inverted. 3. A sugar that cannot lead to an aldonic acid is created. 4. Both 1 and 2. 5. Both 2 and 3.arrow_forwardConsider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as αα or ββ and use numbers to designate its location between two rings (e.g., 1→→4-ββ)-c. What products are formed when stachyose is hydrolyzed with H33O++?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH33I, Ag22O?f. What products are formed when the product in (e) is treated with H33O++?arrow_forward
- Study Guide Chapter 13 1. Classify each of the following monosaccharides as an aldopentose, ketopentose, aldohexose, or ketohexose: 2 a. CH₂OH C=O H-C-OH | H-C-OH CH₂OH Ribulose b. H 0=0 H-C-OH HO-C-H | H-C-OH 1 H-C-OH | CH₂OH Glucose Classify the following monosaccharide, erythrose, as an aldotetrose, ketotetrose, aldopentose,arrow_forward3. A(n) is a molecule that is synthesized in one part of the body and has an effect in a different part. A) fatty acid B) enzyme C) hormone D) vitamin 4. DNA is a double-stranded nucleic acid that exists as a double helix. Which is responsible for holding the double helix of DNA together? A) Phosphodiester bonds between complementary base pairs on each strand B) B-N-glycosidic linkages between the sugar-phosphate backbone of each strand C) Disulfide bonds between the cysteine residues on each strand D) Hydrogen bonding between complementary bases on each strand 5. Which type of inhibitor is most likely to bind somewhere other than an enzyme's active site? A) competitive B) lock and key C) noncompetitive D) substrate 6. The compound shown below is best classified as what type of lipid? HO, A) Triacylglycerol B) Soap C) Fatty acid D) Waxarrow_forwardC. Trehalose and isomaltose are both dimers of glucose. However, they have considerably different reactivities. Concisely explain why these differences are observed. HO HO HO HO он HO- OH HO но Но trehalose isomaltose 1. Isomaltose is a reducing sugar while trehalose is not. Isomaltose is a reducing sugar because it contains two glucose units with one glucose unit containing a hemiacetal group that is free, this allows 2. Trehalose is very resistant to acid hydrolysis while isomaltose can be acid-hydrolyzed with ease.arrow_forward
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