FUNDAMENTALS OF BIOCHEMISTRY-ACCESS
FUNDAMENTALS OF BIOCHEMISTRY-ACCESS
5th Edition
ISBN: 9781119498742
Author: Voet
Publisher: WILEY
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Chapter 2, Problem 32CQ

(a)

Summary Introduction

To explain: Which proton is dissociated at a lower pH – the proton of the carboxylic acid group or the ammonium group of glycine hydrochloride (Cl-H3N+CH2COOH).

Concept introduction: As per chemistry, the substance which is capable of donating a proton (H+) is considered as an acid and is able to form a covalent bond with an electron. Also, the substance which accepts a proton is called a base. The pH of a solution is denoted as the negative logarithm of the hydrogen ion concentration of that solution. The pH in a solution decreases as H+ ion concentration increases in the solution.

(b)

Summary Introduction

To explain: The chemical formula to describe the dissociation of the first and second protons of glycine hydrochloride (Cl-H3N+CH2COOH)

Concept introduction: As per chemistry, the substance which is capable of donating a proton (H+) is considered as an acid and is able to form a covalent bond with an electron. Also, the substance which accepts a proton is called a base. The pH of a solution is denoted as the negative logarithm of the hydrogen ion concentration of that solution. The pH in a solution decreases as H+ ion concentration increases in the solution.

(c)

Summary Introduction

To calculate: The pK of the solution as per the given data.

Concept introduction: As per chemistry, the substance which is capable of donating a proton (H+) is considered as an acid and is able to form a covalent bond with an electron. Also, the substance which accepts a proton is called a base. The pH of a solution is denoted as the negative logarithm of the hydrogen ion concentration of that solution. The pH in a solution decreases as H+ ion concentration increases in the solution.

(d)

Summary Introduction

To sketch: The titration curve of glycine hydrochloride (Cl-H3N+CH2COOH) in an analogy with Fig. 2-18 in the textbook.

Concept introduction: As per chemistry, the substance which is capable of donating a proton (H+) is considered as an acid and is able to form a covalent bond with an electron. Also, the substance which accepts a proton is called a base. The pH of a solution is denoted as the negative logarithm of the hydrogen ion concentration of that solution. The pH in a solution decreases as H+ ion concentration increases in the solution.

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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!

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