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 12.6, Problem 12.11P
Identify each carbon in the molecule shown in Worked Example 12.9b as primary, secondary, tertiary, or quaternary.
(b) 
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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 12 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 12.2 - Locate and identify the functional groups in (a)...Ch. 12.2 - Draw structures for molecules that fit the...Ch. 12.3 - Prob. 12.3PCh. 12.3 - There are two branched-chain isomers with the...Ch. 12.4 - Draw the following three isomers of C5H12 as...Ch. 12.4 - Prob. 12.6PCh. 12.4 - Prob. 12.7PCh. 12.4 - Draw both condensed and line structures for the...Ch. 12.5 - Which of the following structures represent the...Ch. 12.5 - Are the pairs of compounds shown below the same...
Ch. 12.6 - Identify each carbon in the molecule shown in...Ch. 12.6 - Prob. 12.12PCh. 12.6 - Prob. 12.13PCh. 12.6 - Draw and name alkanes that meet the following...Ch. 12.6 - Prob. 12.15KCPCh. 12.6 - Prob. 12.1CIAPCh. 12.6 - Prob. 12.2CIAPCh. 12.6 - Prob. 12.3CIAPCh. 12.8 - Prob. 12.1MRPCh. 12.8 - Prob. 12.2MRPCh. 12.8 - Prob. 12.16PCh. 12.8 - Write the structures of all singly chlorinated...Ch. 12.10 - Prob. 12.18PCh. 12.10 - Prob. 12.19PCh. 12.10 - What is wrong with the following names? It will be...Ch. 12.10 - Prob. 12.21KCPCh. 12.10 - Prob. 12.4CIAPCh. 12.10 - (a) What common produce items might you see...Ch. 12 - Convert the following models into line drawings...Ch. 12 - Prob. 12.23UKCCh. 12 - Prob. 12.24UKCCh. 12 - Give the IUPAC names for the following...Ch. 12 - Prob. 12.26UKCCh. 12 - What characteristics of carbon make possible the...Ch. 12 - Prob. 12.28APCh. 12 - Prob. 12.29APCh. 12 - Prob. 12.30APCh. 12 - For each of the following, give an example of a...Ch. 12 - Identify the highlighted functional groups in the...Ch. 12 - Identify the functional groups in the following...Ch. 12 - Propose structures for molecules that fit the...Ch. 12 - Prob. 12.35APCh. 12 - What requirement must be met for two compounds to...Ch. 12 - Prob. 12.37APCh. 12 - Prob. 12.38APCh. 12 - Prob. 12.39APCh. 12 - Prob. 12.40APCh. 12 - Give an example of a compound that meets the...Ch. 12 - (a)There are two isomers with the formula C4H10....Ch. 12 - Write condensed structures for the following...Ch. 12 - Prob. 12.44APCh. 12 - Prob. 12.45APCh. 12 - Which of the following pairs of structures are...Ch. 12 - Prob. 12.47APCh. 12 - Prob. 12.48APCh. 12 - Prob. 12.49APCh. 12 - What are the IUPAC names of the following alkanes?Ch. 12 - Prob. 12.51APCh. 12 - Write condensed structures for the following...Ch. 12 - Draw line structures for the following...Ch. 12 - Name the following cycloalkanes:Ch. 12 - Prob. 12.55APCh. 12 - Prob. 12.56APCh. 12 - Prob. 12.57APCh. 12 - Prob. 12.58APCh. 12 - Prob. 12.59APCh. 12 - Prob. 12.60APCh. 12 - Prob. 12.61APCh. 12 - Write the formulas of the four singly chlorinated...Ch. 12 - Write the formulas of the three doubly brominated...Ch. 12 - Identify the indicated functional groups in the...Ch. 12 - The line structure for pregabalin (Lyrica) is...Ch. 12 - Prob. 12.66CPCh. 12 - Prob. 12.67CPCh. 12 - Most lipsticks are about 70% castor oil and wax....Ch. 12 - Prob. 12.69CPCh. 12 - Prob. 12.70CPCh. 12 - Prob. 12.71CPCh. 12 - Which of the following structures represent the...
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