Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Question
Chapter 28, Problem 28.18P
Interpretation Introduction
(a)
Interpretation: The
Concept introduction: The characteristic bond of glycoside is
Interpretation Introduction
(b)
Interpretation: The aglycon and monosaccharides formed by the hydrolysis of rebaudioside A are to be predicted.
Concept introduction: The characteristic bond of glycoside is
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Check out a sample textbook solutionStudents have asked these similar questions
Which statement about saccharides is correct?
(A). Alpha anomers are more common than beta anoomers.
(B). Two monosaccharides can form a disaccharide and oxygen.
(C). Polysaccharides with alpha or beta glycosidic linkages have the different properties.
(D). Disaccharides can be cyclic or acyclic.
3. 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) Wax
Monosaccharides are cyclic hemiacetals that can react with alcohols to form acetals. The bond between the
anomeric carbon atom of the monosaccharide and the oxygen atom of the -OR group is called a glycosidic bond. The
name of the linkage contains the designation alpha (a) or beta (B) (from the anomeric carbon in the glycosidic bond)
and the carbon numbers for the carbons from the two sugars. For this example, the linkage is an a-1,4 glycosidic
bond.
Н
НО
HO
اب تاب است
H
OH
H
OH
-OH
Н
Н
OH
H
+
OH HO
a anomer
CH₂OH
H
Н
H
О
OH H2C
OH
Н
H
Classify the glycosidic linkage in the disaccharide.
Н
OH
Н
H
OH
OH
OH
-
HO
Н
H
HO
OH
OH
Н
CH₂OH
H
-OH
H
OH
он
H
H
-OH
Н
OH
an a glycosidic bond
Н
OH
+ H2O
о
о
о
о
В-1,6
a-1,6
a-1,1
B-1,5
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Chapter 28 Solutions
Organic Chemistry-Package(Custom)
Ch. 28 - Prob. 28.1PCh. 28 - Prob. 28.2PCh. 28 - Label each stereogenic center as R or S. a. b. c....Ch. 28 - Convert the ball-and-stick model to a Fischer...Ch. 28 - Prob. 28.5PCh. 28 - Prob. 28.6PCh. 28 - Prob. 28.7PCh. 28 - Prob. 28.8PCh. 28 - Prob. 28.9PCh. 28 - Prob. 28.10P
Ch. 28 - Prob. 28.11PCh. 28 - Prob. 28.12PCh. 28 - Prob. 28.13PCh. 28 - Prob. 28.14PCh. 28 - Prob. 28.15PCh. 28 - Prob. 28.16PCh. 28 - Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.18PCh. 28 - Prob. 28.19PCh. 28 - Prob. 28.20PCh. 28 - Prob. 28.21PCh. 28 - Draw the products formed when D-arabinose is...Ch. 28 - Prob. 28.23PCh. 28 - Prob. 28.24PCh. 28 - Prob. 28.25PCh. 28 - Prob. 28.26PCh. 28 - Prob. 28.27PCh. 28 - Prob. 28.28PCh. 28 - Prob. 28.29PCh. 28 - Prob. 28.30PCh. 28 - Prob. 28.31PCh. 28 - Prob. 28.32PCh. 28 - Prob. 28.33PCh. 28 - Prob. 28.34PCh. 28 - Problem-28.35
Draw the structures of the...Ch. 28 - Prob. 28.36PCh. 28 - 28.37 Convert each ball-and-stick model to a...Ch. 28 - Prob. 28.38PCh. 28 - Prob. 28.39PCh. 28 - Convert each compound to a Fischer projection and...Ch. 28 - Prob. 28.41PCh. 28 - Prob. 28.42PCh. 28 - Prob. 28.43PCh. 28 - Prob. 28.44PCh. 28 - Prob. 28.45PCh. 28 - Draw both pyranose anomers of each aldohexose...Ch. 28 - Prob. 28.47PCh. 28 - Prob. 28.48PCh. 28 - Prob. 28.49PCh. 28 - Prob. 28.50PCh. 28 - Prob. 28.51PCh. 28 - Prob. 28.52PCh. 28 - Prob. 28.53PCh. 28 - What products are formed when each compound is...Ch. 28 - Prob. 28.55PCh. 28 - Prob. 28.56PCh. 28 - Prob. 28.57PCh. 28 - Prob. 28.58PCh. 28 - 28.58 Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.60PCh. 28 - Prob. 28.61PCh. 28 - Prob. 28.62PCh. 28 - Prob. 28.63PCh. 28 - Prob. 28.64PCh. 28 - Prob. 28.65PCh. 28 - Prob. 28.66PCh. 28 - Prob. 28.67PCh. 28 - Prob. 28.68PCh. 28 - Prob. 28.69PCh. 28 - Prob. 28.70PCh. 28 - Prob. 28.71PCh. 28 - Prob. 28.72PCh. 28 - Prob. 28.73PCh. 28 - Prob. 28.74PCh. 28 - Prob. 28.75PCh. 28 - Prob. 28.76PCh. 28 - Prob. 28.77PCh. 28 - Draw a stepwise mechanism for the following...Ch. 28 - Prob. 28.79P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- From Figure 18.7, arrange the following substances in order of increasing percentage of unsaturated fatty acids: chicken fat, beef fat, corn oil, butter, and sunflower oil.arrow_forwardDraw the structure of b-D-galactose molecule using (a) Fischer projectionarrow_forwardQ3: Use arrows to match the terms (A) column with (B) column. Some may be used more than once and others not at all. 1- Tirglyceride 2- Glycogen 3- Sphingomyelins 4- Membranes 5- Starch 6- Proteins 7- Cholesterol 8- Lactose B a- contain glycerol backbone b- glucose é- amino acids d- esters of fatty acids e- octapeptide f- disaccharide g- polysaccharide K- compound lipids i- steroid-like j- lipids k- polar lipids + glucose storage in animals 9- Waxes 10AngiotensinlIarrow_forward
- A simple triacylglycerol is one that: a) Upon hydrolysis produces glycerol and three different fatty acids. b) Upon hydrolysis produces glycerol and at least two different fatty acids. c) Upon saponification gives glycerol and three fatty acid salts. d) Upon saponification gives three esters. e) Upon hydrolysis produces glycerol and three mol of a fatty acid.arrow_forwardDraw the structure of an optically active fat that, when hydrolyzed under acidic conditions.arrow_forwardIn solution, glucose is mostly found in the cyclic hemiacetal state, which lacks an aldehyde group. How are mild oxidising agents able to oxidise glucose?arrow_forward
- Cellulose is treated with methanol, which methylates the reducing end of polysaccharides. (a) How many methyl groups would be incorporated per cellulose chain? Explain. (b) Relative to cellulose, how many methyl groups would be incorporated in a molecule of amylopectin? (more, less or the same?) Explain. (c) Cellulose is treated with dimethyl sylfate, which adds a methyl group to all free hydroxyl groups. The cellulose is then hydrolyzed to release all of its monosacharides. Draw the structure of the resulting monosaccharidearrow_forwardLactose is a disaccharide in which a glycosidic linkage connects the monosaccharides galactose and glucose. OH НО OH (a) Identify the glycosidic linkage and the acetal carbon in lactose. (b) What type of glycosidic linkage does lactose have (i.e., is it 1,1'-, 1,2'-, etc., and is it a or B)? (c) People who are lactose intolerant are deficient in the enzyme lactase, and therefore cannot efficiently break down the disaccharide into its monosaccharides. When lactose is treated with aqueous acid, however, this hydrolysis can take place, though relatively slowly. Draw the complete, detailed mechanism and the products of the acid-catalyzed hydrolysis of lactose. Но ОН НО ОН ОН Lactosearrow_forwardQ3: Use arrows to match the terms (A) column with (B) column. Some may be used more than once and others not at all. B a- contain glycerol backbone b- glucose é- amino acids d- esters of fatty acids e- octapeptide f- disaccharide 6- Proteins g- polysaccharide k- compound lipids i- steroid-like j- lipids k- polar lipids + glucose storage in animals 7- Cholesterol 8- Lactose 9- Waxes 10AngiotensinlI ((T.O.P)) ((1-2))arrow_forward
- Arabinoxylan is a copolymer of arabinose and xylose-two five-carbon sugars. A portion of the polysaccharide is shown here. (a) Identify and classify each glycosidic linkage. (b) Based on the structure, do you think arabinoxylan functions as a storage polysaccharide or a structural polysaccharide? Explain your reasoning. HOH,C. OH Но OH OH но но OH Но LO. Но HOH,C HOH2C НО OH OH CH,OHarrow_forwardIllustrate the Glycoside Formation ?arrow_forward5arrow_forward
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