EBK FUNDAMENTALS OF GENERAL, ORGANIC, A
8th Edition
ISBN: 8220102895805
Author: Peterson
Publisher: PEARSON
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Question
Chapter 13.10, Problem 13.23P
Interpretation Introduction
Interpretation:
The three possible substitution products of the reaction to be predicted
Concept Introduction:
Reaction of
Halogenation: The substitution of a halogen group for hydrogen on an aromatic ring.
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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 13 Solutions
EBK FUNDAMENTALS OF GENERAL, ORGANIC, A
Ch. 13.2 - Prob. 13.1PCh. 13.2 - Prob. 13.2PCh. 13.2 - What are the IUPAC names of the two alkenes shown...Ch. 13.3 - Prob. 13.4PCh. 13.3 - Prob. 13.5PCh. 13.3 - Prob. 13.6KCPCh. 13.5 - Prob. 13.7PCh. 13.5 - Many biological transformations can be simply...Ch. 13.5 - (a) After the reaction of 11-cis-retinal with...Ch. 13.5 - Prob. 13.2CIAP
Ch. 13.5 - Prob. 13.3CIAPCh. 13.6 - Prob. 13.9PCh. 13.6 - Prob. 13.10PCh. 13.6 - Prob. 13.11PCh. 13.6 - Prob. 13.12PCh. 13.6 - Prob. 13.13PCh. 13.6 - Prob. 13.14KCPCh. 13.6 - Prob. 13.1MRPCh. 13.6 - Prob. 13.2MRPCh. 13.6 - Prob. 13.3MRPCh. 13.7 - Prob. 13.15PCh. 13.7 - Prob. 13.16PCh. 13.8 - Prob. 13.17PCh. 13.8 - Polychlorotrifluoroethylene (PCTFE (Kel-F)) is a...Ch. 13.9 - Prob. 13.19PCh. 13.9 - Prob. 13.20PCh. 13.9 - Prob. 13.21KCPCh. 13.10 - What products will be formed when toluene is...Ch. 13.10 - Prob. 13.23PCh. 13.10 - Prob. 13.4CIAPCh. 13.10 - Prob. 13.5CIAPCh. 13.10 - Prob. 13.6CIAPCh. 13 - Prob. 13.24UKCCh. 13 - Prob. 13.25UKCCh. 13 - Prob. 13.26UKCCh. 13 - Draw the product from reaction of the following...Ch. 13 - Prob. 13.28UKCCh. 13 - Prob. 13.29UKCCh. 13 - Prob. 13.30APCh. 13 - Prob. 13.31APCh. 13 - What family-name endings are used for alkenes,...Ch. 13 - Prob. 13.33APCh. 13 - Prob. 13.34APCh. 13 - Write structural formulas for compounds that meet...Ch. 13 - Prob. 13.36APCh. 13 - Prob. 13.37APCh. 13 - Draw structures corresponding to the following...Ch. 13 - Draw structures corresponding to the following...Ch. 13 - Seven alkynes have the formula C6H10. Draw them,...Ch. 13 - Prob. 13.41APCh. 13 - Prob. 13.42APCh. 13 - There are four different pentenes having the...Ch. 13 - Prob. 13.44APCh. 13 - Prob. 13.45APCh. 13 - Draw line structures for the following alkenes....Ch. 13 - Which compound(s) in Problem 13.43 can exist as...Ch. 13 - Prob. 13.48APCh. 13 - Prob. 13.49APCh. 13 - Which of the following pairs are isomers, and...Ch. 13 - Prob. 13.51APCh. 13 - Prob. 13.52APCh. 13 - Prob. 13.53APCh. 13 - Prob. 13.54APCh. 13 - Prob. 13.55APCh. 13 - Prob. 13.56APCh. 13 - Prob. 13.57APCh. 13 - Prob. 13.58APCh. 13 - Prob. 13.59APCh. 13 - What alkene could you use to make the following...Ch. 13 - Prob. 13.61APCh. 13 - Prob. 13.62APCh. 13 - Prob. 13.63APCh. 13 - Prob. 13.64APCh. 13 - For each of the following reagents, decide whether...Ch. 13 - Prob. 13.66APCh. 13 - Prob. 13.67APCh. 13 - Prob. 13.68APCh. 13 - Salicylic acid (o-hydroxybenzoic acid) is used as...Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - Prob. 13.71CPCh. 13 - Prob. 13.72CPCh. 13 - Prob. 13.73CPCh. 13 - Prob. 13.74CPCh. 13 - Menthene, a compound found in mint plants, has the...Ch. 13 - Prob. 13.76CPCh. 13 - Prob. 13.77CPCh. 13 - Two products are possible when 2-pentene is...Ch. 13 - Ocimene, a compound isolated from the herb basil,...Ch. 13 - Describe how you could prepare the following...Ch. 13 - Which of the following compounds are capable of...Ch. 13 - Prob. 13.82GPCh. 13 - Superglue is an alkene polymer made from the...Ch. 13 - Draw all possible C5H10 alkene isomers having a...
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