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Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074

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BuyFindarrow_forward

Chemistry & Chemical Reactivity

10th Edition
John C. Kotz + 3 others
ISBN: 9781337399074
Textbook Problem

(a) Draw the Lewis structure for the amino acid phenylalanine, showing the amino group and the carboxylic group in their un-ionized forms.

(b) Draw the Lewis structure for the zwitterionic form of phenylalanine.

(c) Which of these structures will be the predominant form at physiological pH?

(a)

Interpretation Introduction

Interpretation:

The Lewis structure of amino acid phenylalanine showing the amino and carboxylic group in their un-ionized form has to be drawn.

Concept introduction: Amino acids are organic compounds that consist of amine group (NH2) as well as a carboxylic acid group (COOH) present at two different ends along with a side chain (R). The side chain is different for different amino acids.

Examples of amino acids include glycine, valine, alanine, and arginine.

The general formula for amino acid is H2NCH(R)COOH.

Explanation

Phenylalanine amino acid is an essential α amino acid and has an aromatic side group. The side group is nonpolar so phenylalanine is non-polar aromatic amino acid. Side chain (R) for phenylalanine is ("

(b)

Interpretation Introduction

Interpretation:

The Lewis structure for the zwitterionic form of phenylalanine has to be drawn.

Concept introduction: Amino acids are organic compounds that consist of amine group (NH2) as well as a carboxylic acid group (COOH) present at two different ends along with a side chain (R). The side chain is different for different amino acids.

Examples of amino acids include glycine, valine, alanine, and arginine.

The general formula for amino acid is H2NCH(R)COOH.

(c)

Interpretation Introduction

Interpretation:

The predominant form at physiological pH has to be predicted.

Concept introduction: Amino acids are organic compounds that consist of amine group (NH2) as well as a carboxylic acid group (COOH) present at two different ends along with a side chain (R). The side chain is different for different amino acids.

Examples of amino acids include glycine, valine, alanine, and arginine.

The general formula for amino acid is H2NCH(R)COOH.

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