EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 17, Problem 46P
α-Amino acids can be prepared by treating an
a. Draw the structures of the two intermediates formed in this reaction.
b. What amino acid is formed when the aldehyde that is used is 3-methylbutanal?
c. What aldehyde would be needed to prepare isoleucine?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
alpha-Amino acids can be prepared by treating an aldehyde with ammonia/trace acid, followed by hydrogen cyanide, followed by acid-catalyzed hydrolysis. a. Draw the structures of the two intermediates formed in this reaction. b. What amino acid is formed when the aldehyde that is used is 3-methylbutanal? c. What aldehyde is needed to prepare isoleucine?
5
Draw the structure of a naturally occurring amino acid that is a neutral amino acid with a phenol in its side chain.
Chapter 17 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 17.1 - a. Explain why, when the imidazole ring of...Ch. 17.2 - Prob. 2PCh. 17.3 - Prob. 3PCh. 17.3 - Prob. 4PCh. 17.3 - Prob. 6PCh. 17.4 - Calculate the pI of each of the following amino...Ch. 17.4 - a. Which amino acid has the lowest pI value? b....Ch. 17.5 - What aldehyde is formed when valine is treated...Ch. 17.5 - Prob. 10PCh. 17.5 - Prob. 11P
Ch. 17.5 - Prob. 12PCh. 17.6 - Prob. 13PCh. 17.6 - What amino acid would be formed using the...Ch. 17.6 - What amino acid would be formed when the aldehyde...Ch. 17.7 - Pig liver esterase is an enzyme that catalyzes the...Ch. 17.8 - Prob. 17PCh. 17.8 - Prob. 18PCh. 17.8 - Prob. 19PCh. 17.8 - Prob. 20PCh. 17.10 - Prob. 21PCh. 17.10 - Prob. 22PCh. 17.10 - Why does cyanogen bromide not cleave on the C-side...Ch. 17.10 - Prob. 24PCh. 17.10 - Prob. 26PCh. 17.12 - Prob. 27PCh. 17.13 - a. Which would have the greatest percentage of...Ch. 17 - Draw the predominant form of the following amino...Ch. 17 - What is the pI of serine?Ch. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Which would have a higher percentage of negative...Ch. 17 - Draw the form of aspartate that predominates at...Ch. 17 - Prob. 35PCh. 17 - A professor was preparing a manuscript for...Ch. 17 - a. Why is the pKa of the glutamate side chain...Ch. 17 - Prob. 38PCh. 17 - Determine the amino acid sequence of a polypeptide...Ch. 17 - Prob. 40PCh. 17 - Prob. 41PCh. 17 - Three peptides were obtained from a trypsin...Ch. 17 - Prob. 43PCh. 17 - After the polypeptide shown here was treated with...Ch. 17 - The disulfide bridges of a polypeptide were...Ch. 17 - -Amino acids can be prepared by treating an...Ch. 17 - Reaction of a polypeptide with carboxypeptidase A...Ch. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Show how valine can be prepared by a. a Strecker...Ch. 17 - Prob. 51PCh. 17 - Why is proline never found in an -helix?Ch. 17 - Determine the amino acid sequence of a polypeptide...Ch. 17 - Prob. 55PCh. 17 - A chemist wanted to test his hypothesis that the...Ch. 17 - A normal polypeptide and a mutant of the...
Knowledge Booster
Learn more about
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
- Which of the following are true concerning the chemical bond that forms between the carboxyl (RCOOH) group of one amino acid and the amino (RCNH2) group of another? a.The bond is called a peptide bond. b.It is formed by inserting a water molecule between them. c.It is formed by a dehydration reaction. d.A polypeptide has more of these bonds than a protein.arrow_forward1. What test reagents are used for the alkylation of amino acids (alkylating reagents)? 2. What test reagents are used for acid hydrolyzation of amino acidsarrow_forwardα-Amino acids can be prepared by treating an aldehyde with ammonia/trace acid, followed by hydrogen cyanide, followed by acid-catalyzed hydrolysis. What amino acid is formed when the aldehyde that is used is 3-methylbutanal?arrow_forward
- Ceramide can then be used to synthesize sphingomyelin, another important molecule that is prevalent in cell membranes. 1.How does the structure of sphingomyelin differ from that of ceramide? 2.Sphingomyelin is also found in the cell membrane. Explain how you would expect to find the orientation of this molecule in the cell membrane. 3.Which amino alcohol is used in the synthesis of sphingomyelin? 4.What is particular about the amino alcohol used in in the synthesis of sphingomyelin? 5.How does your answer to #16 affect the physical properties of properties of sphingomyelin?arrow_forwardA. Lysine is considered a basic amino acid containing a guanidino group. If all ionizable protons from lysine were deprotonated, what will be the overall charge for the lysine? B. Which of the following is true regarding amino acids? -Leucine and isoleucine have the same molecular mass. -Glycine is a chiral molecule. -Proline is considered to be an ⍺-amino acid. -Lysine (short for L) is a basic amino acid.arrow_forward4) What would happen if you treated Alanine (above) with an aqueous solution of: a. HCI HO b. NaOH HO NH₂ NH₂ HCI NaOHarrow_forward
- 3. Write the formulas of alanine and the products obtained from it when it is oxidized by ninhydrin. Which product reacts with ninhydrin to form a colored substance.arrow_forwardPlease answer these 3 questions below. 1. What type of interaction would you expect between the R groups, lysine and aspartic acid, in tertiary structure? a. Hydrophilic b. Disulfide bonds c. Hydrophobic/London dispersion d. Electrostatic interactions e. Hydrogen bond 2. Which of the following amino acids have R groups that are polar? Cystine, Glutamine, Leucine a. Cysteine, Glutamine, Leucine are all polar b. Only Cysteine and Glutamine are polar c. Only Glutamine and Leucine are polar d. Only Leucine is polar e. None of the listed amino acids are polararrow_forwardIdentify the major class of each lipid from its components. a. fatty acids + glycerol b. fatty acids + sphingosine + a carbohydrate c. fatty acids + high-molecular-weight alcohols other than glycerol d. glycerol + fatty acids + phosphate group + choline e. fatty acids + sphingosine + phosphate group + a nitrogen compoundarrow_forward
- Please explain alsoarrow_forward1. Secondary structures of proteins are held together by hydrogen bonding Select one: a. from one a-amino groups of the protein backbone to another a-amino group of the protein backbone. b. between a-amino groups and carbonyl groups of the protein backbone. c. from one carbonyl group of the protein backbone to another carbonyl group of the protein backbone. d. between side chain R groups. 2. What is the primary organic product of oxidation of the following molecule? Select one: a. 4-methyl-2-hexanone b. 4-methyl-2-hexanal C. 4-methyl-2-hexanoic acid d. No reactionarrow_forward39. Which of the following amino acids has a sulfur-containing side chain? a. serine b. cysteine c. lysine d. methionine e. both b and d 40. Which of the following reagents can be used to cleave a tert-butoxycarbonyl (Boc) protecting group from a peptide? a. H₂/Pd b. CF3CO₂H c. Na2CO3, H₂O d. LiAlH4arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage LearningGeneral, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY