EBK ORGANIC CHEMISTRY
7th Edition
ISBN: 9780133556186
Author: Bruice
Publisher: VST
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 22.2, Problem 4P
Interpretation Introduction
Interpretation:
The amino acids that have more than one asymmetric center has to be given.
Concept Introduction:
Configuration of Amino Acids:
In a Fischer projection, with the carbonyl group at the top and the R group at the bottom of the vertical axis and the amino group is on the right side is a D-amino acid; with the carbonyl group at the top and the R group at the bottom of the vertical axis and the amino group is on the left side is L-amino acid.
Rules for assigning (R, S) - configuration:
- 1. Prioritize the four groups around the chiral center according to
atomic number . - 2. Orient the chiral center such that the least priority substituent is pointing away from the viewer.
- 3. Trace the path of priorities; is the path traced is clockwise, the chiral center is assigned as R. If the path is traced in anti-clockwise, the chiral center is assigned as S.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Construct a molecular orbital energy-level diagram for BeH2. Sketch the MO pictures (schematic
representation) for the HOMO and LUMO of BeH2 [Orbital Potential Energies, H (1s): -13.6 eV; Be (2s):
-9.3 eV, Be (2p): -6.0 eV]
Indicate the isomers of the A(H2O)6Cl3 complex. State the type of isomerism they exhibit and explain it briefly.
State the formula of the compound potassium
μ-dihydroxydicobaltate (III) tetraoxalate.
Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
Ch. 22.1 - a. Explain why, when the imidazole ring of...Ch. 22.2 - a. Which isomer(R)-alanine or (S)-alanineis...Ch. 22.2 - Prob. 4PCh. 22.3 - Prob. 5PCh. 22.3 - Prob. 6PCh. 22.3 - Draw the predominant form for glutamate in a...Ch. 22.3 - a. Why is the pKa of the glutamate side chain...Ch. 22.4 - Explain why the pI of lysine is the average of the...Ch. 22.4 - Calculate the pI of each of the following amino...Ch. 22.4 - a. Which amino acid has the lowest pI value? b....
Ch. 22.4 - Prob. 13PCh. 22.5 - What aldehyde is formed when valine is treated...Ch. 22.5 - Prob. 15PCh. 22.5 - Prob. 16PCh. 22.5 - Prob. 17PCh. 22.5 - Prob. 18PCh. 22.6 - Why is excess ammonia used in the preceding...Ch. 22.6 - Prob. 20PCh. 22.6 - What amino acid is formed using the...Ch. 22.6 - Prob. 22PCh. 22.6 - What amino acid is formed when the aldehyde used...Ch. 22.7 - Esterase is an enzyme that catalyzes the...Ch. 22.8 - Draw the tetrapeptide Ala-Thr-Asp-Asn and indicate...Ch. 22.8 - Prob. 26PCh. 22.8 - Prob. 27PCh. 22.8 - Which bonds in the backbone of a peptide can...Ch. 22.9 - What is the configuration about each of the...Ch. 22.9 - Glutathione is a tripeptide whose function is to...Ch. 22.10 - What dipeptides would be formed by heating a...Ch. 22.10 - Suppose you are trying to synthesize the dipeptide...Ch. 22.10 - Show the steps in the synthesis of the...Ch. 22.10 - a. Calculate the overall yield of bradykinin when...Ch. 22.11 - Show the steps in the synthesis of the...Ch. 22.13 - Prob. 36PCh. 22.13 - In determining the primary structure of insulin,...Ch. 22.13 - A decapeptide undergoes partial hydrolysis to give...Ch. 22.13 - Explain why cyanogen bromide does not cleave on...Ch. 22.13 - Indicate the peptides produced from cleavage by...Ch. 22.13 - Prob. 42PCh. 22.13 - Three peptides were obtained from a trypsin...Ch. 22.14 - Prob. 44PCh. 22.15 - How would a protein that resides in the nonpolar...Ch. 22.16 - a. Which would have the greatest percentage of...Ch. 22 - Prob. 47PCh. 22 - Glycine has pK2 values of 2.34 and 9.60. At what...Ch. 22 - Prob. 49PCh. 22 - Prob. 50PCh. 22 - Aspartame (its structure is on page 1007) has a pl...Ch. 22 - Draw the form of aspartate that predominates at...Ch. 22 - A professor was preparing a manuscript for...Ch. 22 - Prob. 54PCh. 22 - Determine the amino acid sequence of a polypeptide...Ch. 22 - Prob. 56PCh. 22 - Which is the more effective buffer at...Ch. 22 - Identify the location and type of charge on the...Ch. 22 - Draw the product obtained when a lysine side chain...Ch. 22 - After the polypeptide shown below was treated with...Ch. 22 - Treatment of a polypeptide with 2-mercaptoethanol...Ch. 22 - Show how aspartame can be synthesized using DCCD.Ch. 22 - -Amino acids can be prepared by treating an...Ch. 22 - Reaction of a polypeptide with carboxypeptidase A...Ch. 22 - a. How many different octapeptides can be made...Ch. 22 - Glycine has pKa values of 2.3 and 9.6. Do you...Ch. 22 - A mixture of 15 amino acids gave the fingerprint...Ch. 22 - Write the mechanism for the reaction of an amino...Ch. 22 - Prob. 69PCh. 22 - Show how valine can be prepared by a. a...Ch. 22 - A chemist wanted to test his hypothesis that the...Ch. 22 - Propose a mechanism for the rearrangement of the...Ch. 22 - A normal polypeptide and a mutant of the...Ch. 22 - Determine the amino acid sequence of a polypeptide...
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
- Consider the reaction of the cyclopentanone derivative shown below. i) NaOCH2CH3 CH3CH2OH, 25°C ii) CH3!arrow_forwardWhat constitutes a 'reference material', and why does its utilization play a critical role in the chemical analysis of food products? Provide examples.arrow_forwardExplain what calibration is and why it is essential in relation to food analysis. Provide examples.arrow_forward
- The cobalt mu-hydroxide complex cobaltate(III) of potassium is a dinuclear complex. Correct?arrow_forwardThe cobalt mi-hydroxide complex cobaltate(III) of potassium is a dinuclear complex. Correct?arrow_forward3. Arrange the different acids in Exercise B # 2 from the strongest (1) to the weakest acid (10). 1. 2. (strongest) 3. 4. 5. 6. 7. 8. 9. 10 10. (weakest)arrow_forward
- Name Section Score Date EXERCISE B pH, pOH, pка, AND PKD CALCULATIONS 1. Complete the following table. Solution [H+] [OH-] PH РОН Nature of Solution A 2 x 10-8 M B 1 x 10-7 M C D 12.3 6.8 2. The following table contains the names, formulas, ka or pka for some common acids. Fill in the blanks in the table. (17 Points) Acid Name Formula Dissociation reaction Ka pka Phosphoric acid H₂PO₁ H3PO4 H++ H₂PO 7.08 x 10-3 Dihydrogen H₂PO H₂PO H+ HPO 6.31 x 10-6 phosphate Hydrogen HPO₁ 12.4 phosphate Carbonic acid H2CO3 Hydrogen HCO 6.35 10.3 carbonate or bicarbonate Acetic acid CH,COOH 4.76 Lactic acid CH₂CHOH- COOH 1.38 x 10 Ammonium NH 5.63 x 10-10 Phenol CH₂OH 1 x 10-10 Protonated form CH3NH3* 3.16 x 10-11 of methylaminearrow_forwardIndicate whether it is true that Co(III) complexes are very stable.arrow_forwardMnO2 acts as an oxidant in the chlorine synthesis reaction.arrow_forward
- In Potassium mu-dihydroxydicobaltate (III) tetraoxalate K4[Co2(C2O4)4(OH)2], indicate whether the OH ligand type is bidentate.arrow_forwardImagine an electrochemical cell based on these two half reactions with electrolyte concentrations as given below: Oxidation: Pb(s) → Pb2+(aq, 0.10 M) + 2 e– Reduction: MnO4–(aq, 1.50 M) + 4 H+(aq, 2.0 M) + 3 e– → MnO2(s) + 2 H2O(l) Calculate Ecell (assuming temperature is standard 25 °C).arrow_forward: ☐ + Draw the Fischer projection of the most common naturally-occurring form of aspartate, with the acid group at the top and the side chain at the bottom. Important: be sure your structure shows the molecule as it would exist at physiological pH. Click and drag to start drawing a structure. ✓arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning

Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
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: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
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,

World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Biomolecules - Protein - Amino acids; Author: Tutorials Point (India) Ltd.;https://www.youtube.com/watch?v=ySNVPDHJ0ek;License: Standard YouTube License, CC-BY