Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 27, Problem 27.24P

(a)

Interpretation Introduction

Interpretation:

The structural formula of the amino acid leucine most prevalent at pH 10.0 has to be drawn.

Concept Introduction:

The isoelectric point (pI) of an amino acid is said to be the pH at which the molecules in the amino acid solution have net charge zero.  At isoelectric point, the Zwitter ion form of amino acids is more prominent.

When the pH of the amino acid is greater than the pI of the amino acid, it has a net negative charge.  When pH of the amino acid is lesser than the pI of the amino acid, it has net positive charge.

(b)

Interpretation Introduction

Interpretation:

The structural formula of the amino acid valine most prevalent at pH 10.0 has to be drawn.

Concept Introduction:

The isoelectric point (pI) of an amino acid is said to be pH at which the molecules in the amino acid solution have net charge zero.  At isoelectric point, the Zwitter ion form of amino acids is more prominent.

When pH of the amino acid is greater than pI of the amino acid, it has a net negative charge.  When pH of the amino acid is lesser than pI of the amino acid, it has net positive charge.

(c)

Interpretation Introduction

Interpretation:

The structural formula of the amino acid proline most prevalent at pH 10.0 has to be drawn.

Concept Introduction:

The isoelectric point (pI) of an amino acid is said to be pH at which the molecules in the amino acid solution have net charge zero.  At isoelectric point, the Zwitter ion form of amino acids is more prominent.

When pH of the amino acid is greater than pI of the amino acid, it has a net negative charge.  When pH of the amino acid is lesser than pI of the amino acid, it has net positive charge.

(d)

Interpretation Introduction

Interpretation:

The structural formula of the amino acid aspartic acid most prevalent at pH 10.0 has to be drawn.

Concept Introduction:

The isoelectric point (pI) of an amino acid is said to be pH at which the molecules in the amino acid solution have net charge zero.  At isoelectric point, the Zwitter ion form of amino acids is more prominent.

When pH of the amino acid is greater than pI of the amino acid, it has a net negative charge.  When pH of the amino acid is lesser than pI of the amino acid, it has net positive charge.

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Indicate whether each statement is true or false. (a) Tryptophan is an aromatic amino acid. (b) Lysine is positively charged at pH 7. (c) Asparagine has two amide bonds. (d) Isoleucine and leucine are enantiomers. (e) Valine is probably more water-soluble than arginine.

Chapter 27 Solutions

Organic Chemistry

Ch. 27 - Prob. 27.11PCh. 27 - Prob. 27.12PCh. 27 - Draw zwitterion forms of these amino acids. (a)...Ch. 27 - Prob. 27.14PCh. 27 - Why is Arg often referred to as a basic amino...Ch. 27 - Prob. 27.16PCh. 27 - Prob. 27.17PCh. 27 - Prob. 27.18PCh. 27 - Prob. 27.19PCh. 27 - Prob. 27.20PCh. 27 - Both norepinephrine and epinephrine are...Ch. 27 - Prob. 27.22PCh. 27 - Draw a structural formula for the form of each...Ch. 27 - Prob. 27.24PCh. 27 - Write the zwitterion form of alanine and show its...Ch. 27 - Prob. 27.26PCh. 27 - Write the form of aspartic acid most prevalent at...Ch. 27 - Prob. 27.28PCh. 27 - Prob. 27.29PCh. 27 - For lysine and arginine, the isoelectric point,...Ch. 27 - Prob. 27.31PCh. 27 - Account for the fact that the isoelectric point of...Ch. 27 - Prob. 27.33PCh. 27 - Prob. 27.34PCh. 27 - At pH 7.4, the pH of blood plasma, do the majority...Ch. 27 - Prob. 27.36PCh. 27 - Prob. 27.37PCh. 27 - Prob. 27.38PCh. 27 - A chemically modified guanidino group is present...Ch. 27 - Draw a structural formula for the product formed...Ch. 27 - Prob. 27.41PCh. 27 - Prob. 27.42PCh. 27 - A decapeptide has the following amino acid...Ch. 27 - Following is the primary structure of glucagon, a...Ch. 27 - Prob. 27.45PCh. 27 - Draw a structural formula of these tripeptides....Ch. 27 - Estimate the pI of each tripeptide in Problem...Ch. 27 - Glutathione (G-SH), one of the most common...Ch. 27 - Following are a structural formula and a...Ch. 27 - Prob. 27.50PCh. 27 - Prob. 27.51PCh. 27 - Prob. 27.52PCh. 27 - Prob. 27.53PCh. 27 - Prob. 27.54PCh. 27 - Distinguish between intermolecular and...Ch. 27 - Prob. 27.56PCh. 27 - Prob. 27.57P
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