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
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 17.2, Problem 17.1CIAP
Salsalate, which is an ester formed by the reaction of two molecules of salicylic acid, is another salicylate used as an aspirin alternative for those who are hypersensitive to aspirin. Draw the structures of salicylic acid and salsalate.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
The beta-lactamase hydrolyzes the lactam-ring in penicillin. Describe the mechanism
of hydrolysis, insuring to include the involvement of S, D, & K in the reaction sequence. Please help
To map the active site of beta-lactamase, the enzyme was hydrolyzed with trypsin to yield a hexapeptide (P1) with the following amino acids. Glu, Lys, Leu, Phe, Met, and Ser. Treatment of P1 with phenyl isothiocyanate yielded a PTH derivative of phenylalanine and a peptide (P2). Treatment of P1 with cyanogenbromide gave an acidic tetrapeptide (P3) and a dipeptide (P4).Treatment of P2 with 1-fluoro-2,4-dinitrobenzene, followed by complete hydrolysis, yields N-2,4-dinitrophenyl-Glu. P1, P2, and P3 contain the active site serine.
Why doesn't D in this hexapeptide not participate in the hydrolysis of the beta-lactam ring even though S, K, and D are involved in the catalyst?
To map the active site of -lactamase, the enzyme was hydrolyzed with trypsin to yield a hexapeptide (P1) with the following amino acids. Glu, Lys, Leu, Phe, Met, and Ser. Treatment of P1 with phenyl isothiocyanate yielded a PTH derivative of phenylalanine and a peptide (P2). Treatment of P1 with cyanogenbromide gave an acidic tetrapeptide (P3) and a dipeptide (P4).Treatment of P2 with 1-fluoro-2,4-dinitrobenzene, followed by complete hydrolysis, yields N-2,4-dinitrophenyl-Glu. P1, P2, and P3 contain the active site serine.
Using the experimental results described above derive the primary sequence of the active site hexapeptide. Please help!
Chapter 17 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 17.1 - Identify the following molecules as a carboxylic...Ch. 17.1 - Prob. 17.2PCh. 17.1 - Prob. 17.3PCh. 17.1 - Prob. 17.4PCh. 17.1 - Prob. 17.5PCh. 17.1 - Prob. 17.6PCh. 17.1 - In the following pairs of compounds, which would...Ch. 17.1 - Write both condensed and line structures for (a)...Ch. 17.1 - Prob. 17.9PCh. 17.1 - Draw structures corresponding to these names: (a)...
Ch. 17.1 - Prob. 17.11PCh. 17.1 - Prob. 17.12PCh. 17.1 - Prob. 17.13KCPCh. 17.2 - Salsalate, which is an ester formed by the...Ch. 17.2 - Prob. 17.2CIAPCh. 17.2 - Prob. 17.3CIAPCh. 17.2 - Prob. 17.14PCh. 17.2 - Prob. 17.15PCh. 17.2 - Prob. 17.16PCh. 17.3 - Prob. 17.17PCh. 17.3 - Raspberry oil contains an ester that is made by...Ch. 17.3 - Prob. 17.19PCh. 17.3 - Prob. 17.20PCh. 17.3 - Prob. 17.21PCh. 17.4 - If a bottle of aspirin tablets has the aroma of...Ch. 17.4 - Prob. 17.23PCh. 17.4 - What carboxylic acids and amines result from...Ch. 17.5 - Prob. 17.25PCh. 17.5 - Prob. 17.26KCPCh. 17.6 - Prob. 17.27PCh. 17.6 - Prob. 17.28PCh. 17.6 - Prob. 17.4CIAPCh. 17.6 - Prob. 17.5CIAPCh. 17.6 - Prob. 17.29PCh. 17 - Prob. 17.30UKCCh. 17 - Prob. 17.31UKCCh. 17 - One phosphorylated form of glycerate is...Ch. 17 - Prob. 17.33UKCCh. 17 - Prob. 17.34UKCCh. 17 - Prob. 17.35UKCCh. 17 - Prob. 17.36UKCCh. 17 - For the following compounds, give the systematic...Ch. 17 - Write the equation for the ionization of hexanoic...Ch. 17 - Prob. 17.39APCh. 17 - Prob. 17.40APCh. 17 - Prob. 17.41APCh. 17 - Give systematic names for the following carboxylic...Ch. 17 - Give systematic names for the following carboxylic...Ch. 17 - Prob. 17.44APCh. 17 - Prob. 17.45APCh. 17 - Draw structures corresponding to the following...Ch. 17 - Draw structures corresponding to the following...Ch. 17 - Malic acid, a dicarboxylic acid found in apples,...Ch. 17 - Prob. 17.49APCh. 17 - Prob. 17.50APCh. 17 - Prob. 17.51APCh. 17 - Prob. 17.52APCh. 17 - Prob. 17.53APCh. 17 - Give systematic names for the following structures...Ch. 17 - Give systematic names for the following structures...Ch. 17 - Prob. 17.56APCh. 17 - Prob. 17.57APCh. 17 - Give systematic names for the following structures...Ch. 17 - Give systematic names for the following structures...Ch. 17 - Prob. 17.60APCh. 17 - What compounds are produced from hydrolysis of...Ch. 17 - Procaine, a local anesthetic whose hydrochloride...Ch. 17 - Prob. 17.63APCh. 17 - Lactones are cyclic esters in which the carboxylic...Ch. 17 - When both the carboxylic acid and the amine are in...Ch. 17 - LSD (lysergic acid diethylamide), a semisynthetic...Ch. 17 - Prob. 17.67APCh. 17 - Prob. 17.68APCh. 17 - Prob. 17.69APCh. 17 - Prob. 17.70APCh. 17 - Prob. 17.71APCh. 17 - Prob. 17.72APCh. 17 - Prob. 17.73APCh. 17 - Prob. 17.74APCh. 17 - Prob. 17.75APCh. 17 - Three amide isomers, N,N-dimethylformamide,...Ch. 17 - Prob. 17.77CPCh. 17 - Prob. 17.78CPCh. 17 - Mention at least two simple chemical tests by...Ch. 17 - Prob. 17.80CPCh. 17 - Name the following compounds.Ch. 17 - Each of the following materials has an ester that...Ch. 17 - Prob. 17.83GPCh. 17 - Prob. 17.84GP
Knowledge Booster
Learn more about
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
- Which type of enzyme catalyses the following reaction? oxidoreductase, transferase, hydrolase, lyase, isomerase, or ligase.arrow_forward+NH+ CO₂ +P H₂N + ATP H₂N NH₂ +ADParrow_forwardWhich type of enzyme catalyses the following reaction? oxidoreductase, transferase, hydrolase, lyase, isomerase, or ligase.arrow_forward
- Which features of the curves in Figure 30-2 indicates that the enzyme is not consumed in the overall reaction? ES is lower in energy that E + S and EP is lower in energy than E + P. What does this tell you about the stability of ES versus E + S and EP versus E + P.arrow_forwardLooking at the figure 30-5 what intermolecular forces are present between the substrate and the enzyme and the substrate and cofactors.arrow_forwardprovide short answers to the followings Urgent!arrow_forward
- Pyruvate is accepted into the TCA cycle by a “feeder” reaction using the pyruvatedehydrogenase complex, resulting in acetyl-CoA and CO2. Provide a full mechanismfor this reaction utilizing the TPP cofactor. Include the roles of all cofactors.arrow_forwardB- Vitamins are converted readily into important metabolic cofactors. Deficiency inany one of them has serious side effects. a. The disease beriberi results from a vitamin B 1 (Thiamine) deficiency and ischaracterized by cardiac and neurological symptoms. One key diagnostic forthis disease is an increased level of pyruvate and α-ketoglutarate in thebloodstream. How does this vitamin deficiency lead to increased serumlevels of these factors? b. What would you expect the effect on the TCA intermediates for a patientsuffering from vitamin B 5 deficiency? c. What would you expect the effect on the TCA intermediates for a patientsuffering from vitamin B 2 /B 3 deficiency?arrow_forwardDraw the Krebs Cycle and show the entry points for the amino acids Alanine,Glutamic Acid, Asparagine, and Valine into the Krebs Cycle - (Draw the Mechanism). How many rounds of Krebs will be required to waste all Carbons of Glutamic Acidas CO2?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Principles Of Radiographic Imaging: An Art And A ...Health & NutritionISBN:9781337711067Author:Richard R. Carlton, Arlene M. Adler, Vesna BalacPublisher:Cengage LearningEssentials of Pharmacology for Health ProfessionsNursingISBN:9781305441620Author:WOODROWPublisher:Cengage
Human Physiology: From Cells to Systems (MindTap ...BiologyISBN:9781285866932Author:Lauralee SherwoodPublisher:Cengage Learning
Principles Of Radiographic Imaging: An Art And A ...
Health & Nutrition
ISBN:9781337711067
Author:Richard R. Carlton, Arlene M. Adler, Vesna Balac
Publisher:Cengage Learning
Essentials of Pharmacology for Health Professions
Nursing
ISBN:9781305441620
Author:WOODROW
Publisher:Cengage
Human Physiology: From Cells to Systems (MindTap ...
Biology
ISBN:9781285866932
Author:Lauralee Sherwood
Publisher:Cengage Learning
Metabolic Pathways; Author: Wisc-Online;https://www.youtube.com/watch?v=m61bQYio9ys;License: Standard Youtube License