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 28, Problem 28.10P
Interpretation Introduction
Interpretation:
In dilute acid, the glycosidic bond of Nucleoside undergoes hydrolysis to give a pentose and a heterocyclic
Concept Introduction:
The Nucleoside is the component of the
Nucleoside = Nitrogen base + Sugar molecule
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Researchers analysed a glycopeptide (a peptide carrying one or several oligosaccharide
groups) and determined both the sequence of the peptide and the sequence of the sugar molecule. The
latter was identified as a diholoside coupled to the peptide by an osidic bond. The systematic name
of this sugar is:
B-D-glucopyranosyl-(1→4)-ß-D-galactopyranose.
: Represent the chemical formula of this diholoside in a way that all oses are
Question 1
represented according to the Haworth convention. Apart from the furane and/or pyrane cycles all
atoms of this molecule must be given.
Aspartame is the methyl ester of a dipeptide made of phenylalanine and aspartic acid. what are the expected products of the hydrolysis of aspartame?
Identify the organic functional group and reaction type for the following reaction.
The reactant is a(n)
- carboxylic acid hexose
- Aldohexose
- aldotetrose
-deoxyhexose
-carboxylic acid tetrose
- ketohexose
The product is a(n)
- carboxylic acid tetrose
- aldotetrose
-alcohol hexose
-aldohexose
-carboxylic acid hexose
- alcohol tetrose
The reaction type is
- hemiacetal formation
-hydrolysis
-oxidation( Benedict’s)
-acetal formation
-reduction( hydrogenation)
- mutarotation
Chapter 28 Solutions
Organic Chemistry
Ch. 28.1 - Prob. 28.1PCh. 28.2 - Prob. 28.2PCh. 28.2 - Prob. 28.3PCh. 28.3 - Here is a portion of the nucleotide sequence in...Ch. 28.4 - The following section of DNA codes for oxytocin, a...Ch. 28.5 - Prob. 28.6PCh. 28 - Prob. 28.7PCh. 28 - Following are structural formulas for cytosine and...Ch. 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 - Draw a structural formula of the DNA...Ch. 28 - List the postulates of the Watson-Crick model of...Ch. 28 - Prob. 28.18PCh. 28 - Prob. 28.19PCh. 28 - Prob. 28.20PCh. 28 - Prob. 28.21PCh. 28 - Prob. 28.22PCh. 28 - Prob. 28.23PCh. 28 - Prob. 28.24PCh. 28 - Write the DNA complement for 5-ACCGTTAAT-3. Be...Ch. 28 - Prob. 28.26PCh. 28 - Prob. 28.27PCh. 28 - Compare DNA and RNA is these ways. (a)...Ch. 28 - What type of RNA has the shortest lifetime in...Ch. 28 - Prob. 28.30PCh. 28 - Prob. 28.31PCh. 28 - Prob. 28.32PCh. 28 - Write the mRNA codons for the following. (a)...Ch. 28 - Prob. 28.34PCh. 28 - Prob. 28.35PCh. 28 - Prob. 28.36PCh. 28 - Prob. 28.37PCh. 28 - Prob. 28.38PCh. 28 - Prob. 28.39PCh. 28 - What polypeptide is coded for by this mRNA...Ch. 28 - The alpha chain of human hemoglobin has 141 amino...Ch. 28 - Prob. 28.42P
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- 22-97 Gelatin is derived from collagen by denaturation. Is a gelatin dessert likely to be a good source of dietary protein?arrow_forwardAn octapeptide contains the following amino acids: Arg, Glu, His, Ile, Leu, Phe, Tyr, and Val. Carboxypeptidase treatment of the octapeptide forms Phe and a heptapeptide. Treatment of the octapeptide with chymotrypsin forms two tetrapeptides, A and B. Treatment of A with trypsin yields two dipeptides, C and D. Edman degradation cleaves the following amino acids from each peptide: Glu (octapeptide), Glu (A), Ile (B), Glu (C), and Val (D). Partial hydrolysis of tetrapeptide B forms Ile–Leu in addition to other products. Deduce the structure of the octapeptide and fragments A–D.arrow_forwardGive the major product that is formed when the primary hydroxyl group of the followingmonosaccharide reacts with propionic anhydride.arrow_forward
- The hydrolysis of an ester can be sped up by both acidic and basic conditions. Aminolysis of an ester can be sped up by acidic conditions, but not by basic conditions. Explain why.arrow_forward22-61 Polyglutamic acid (a polypeptide chain made only of glutamic acid residues) has an a-helix conformation below pH 6.0 and a random-coil conformation above pH 6.0. What is the reason for this conformational change?arrow_forward22-42 (a) How many atoms of the peptide bond lie in the same plane? (b) Which atoms are they?arrow_forward
- 22-20 Show how alanine, in solution at its isoelectric point, acts as a buffer (write equations to show why the pH does not change much if we add an acid or a base).arrow_forward22-48 How many amino acid residues in the A chain of insulin are the same in insulin from humans, cattle (bovine), hogs, and sheep?arrow_forward22-104 Why is collagen not a very good source of dietary protein?arrow_forward
- 22-9 What is the difference in structure between tyrosine and phenylalanine?arrow_forward22-47 How many different tetrapeptides can be made (a) if the peptides contain the residues of asparagine, proline, serine, and metbionine and (b) if all 20 amino acids can be used?arrow_forwardThe carbonyl group in d-galactose may be isomerized from C1 to C2 by brief treatmentwith dilute base (by the enediol rearrangement, Section 23-7). The product is the C4epimer of fructose. Draw the furanose structure of the product.arrow_forward
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