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 20.7, Problem 20.19P
Interpretation Introduction
Interpretation:
The amino acid that bonds with sugar in glycoprotein by the side-chain amide has to be identified.
Concept introduction:
Glycoproteins are formed by bonding between sugar chain and protein chain.
Glutamine and asparagine are the amino acids that have amide group in their side chain.
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The carbohydrate portion of some glycoproteins may serve as a cellular recognition site. To perform this function, the oligosaccharide moiety must have the potential to exist in a large variety of forms. Which can produce a greater variety of structures: oligopeptides composed of five different aminoacid residues, or oligosaccharides composed of five different monosaccharide residues? Explain.
In N-linked glycoproteins, the sugar is usually attached to the protein by a bond to the N atom in a side-chain amide. Which amino acids can form such a bond?
There are 20 standard amino acids and only 10 major monosaccharides in eukaryotes, yet there are so many more possible combinations of monosaccharides in a hexasaccharide than amino acids in a hexapeptide. Explain this observation.
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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, biochemistry and related others by exploring similar questions and additional content below.Similar questions
- All sugar residues are in their D-isomeric forms. What kind of glycosidic linkage is between the first and second residues? What kind of glycosidic linkage is between the third and second residues?arrow_forwardAll L amino acids have an S absolute configuration except L - cysteine, which has the R configuration. Explain why L - cysteine is designated as having the R absolute configuration.arrow_forwardHow many carbon atoms are present in the R group in each of the following standard amino acids? Please see picture. Thank you!arrow_forward
- Explain why there are 20 standard amino acids and only 10 major monosaccharides in eukaryotes, yet there are so many more possible combinations of monosaccharides in a hexasaccharide than amino acids in a hexapeptide.arrow_forwardhow does the protein environment surrounding an amino acid chain affect its chemical properties?Consider the carboxyl group on an asparate side chain in the following environments in a protein. Rank in order these environments from the highest to the lowest proportion of carboxyl groups in the -COO- form.that is in terms of pKas. 1. an aspartate side chain on the surface of protein with no other ionizable groups nearby. 2. an aspartate side chain buried in a hydrophobic pocket on the surface of a protein 3. an asparate chain in a hydrophobic pocket adjacent to a glutamte side chain 4. an asparate side chain in a hydrophobic porket adjacent to a lysine side chain.arrow_forwardb-Galactosidase is an enzyme that hydrolyses only b(1,4)linkages of lactose. An unknown trisaccharide is convertedby b-galactosidase into maltose and galactose. Draw thestructure of the trisaccharidearrow_forward
- In the structure in the picture, the monosaccharide units (alpha-D-galactopyranosyl and beta-D-allopyranose) are linked via alpha-1->3 glycosidic bond. Then, the formed disaccharide units are linked via beta-1->4 glycosidic bond. Then, an Oligosaccharide is formed which has 10 monosaccharide units, meaning that it contains 5 disaccharide units. Question: Is this oligosaccharide a good substrate for glycolysis? Provide two reasons for your answer.arrow_forwardIdentify the following amino acid (at pH = 7.0): (COO-)–CH(NH3+)–CH2–CH2–CH2–CH2–(NH3+) glutamic acid glutamine aspartic acid lysine asparaginearrow_forwardWhat is the oligosaccharide-transferring moiety in N-link glycosylation?arrow_forward
- Name all the amino acids that cannot exist as zwitterions. Please explain.arrow_forwardMore specifically, the component monosaccharides are (D-galactose, L-galactose), (D-glucose, L-glucose), (D-fructose, L-fructose)The galactose residue is linked to glucose via a/an (alpha linkage, beta linkage) and the glucose residue is linked to fructose via a/an (alpha linkage, beta linkage)arrow_forwardAfter a polypeptide chain has been synthesized, certain amino acids in the peptide may become modified. For each modified amino acid, identify the standard amino acid from which it is derived. Enter the unabbreviated name of the standard amino acid. OH I *NH,CH,–C–CH,CH,—CH–COO H C *NH₂ standard amino acid: Identify the modification that yields the first amino acid depicted. addition of a hydroxyl group addition of an amino group modification of the existing amino group modification of the existing hydroxyl group elongation of the side chain by the addition of a -CH₂- grouparrow_forward
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