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 28, Problem 28.12P

(a)

Interpretation Introduction

Interpretation:

The structural formula of the nucleotide 2'-deoxyadenosine 5'-triphosphate (dATP) has to be drawn and its net charge at pH-7.4 has to be estimated.

Concept Introduction:

The Nucleotide consists of the Nitrogenous base, Sugar molecule and Phosphate ion.  The Nitrogenous base and Sugar molecule are linked by β-N-glycosidic bond.  The Sugar molecule and phosphate ion are linked by ester bond.  The base and sugar molecule are said to be Nucleoside.

(b)

Interpretation Introduction

Interpretation:

The structural formula of the nucleotide Guanosine-3'-monophosphate (GMP) has to be drawn and its net charge at pH-7.4 has to be estimated.

Concept Introduction:

The Nucleotide consists of the Nitrogenous base, Sugar molecule and Phosphate ion.  The Nitrogenous base and Sugar molecule are linked by β-N-glycosidic bond.  The Sugar molecule and phosphate ion are linked by ester bond.  The base and sugar molecule are said to be Nucleoside.

(c)

Interpretation Introduction

Interpretation:

The structural formula of the nucleotide 2'-deoxyguanosine 5'-diphosphate (dGDP) has to be drawn and its net charge at pH-7.4 has to be estimated.

Concept Introduction:

The Nucleotide consists of the Nitrogenous base, Sugar molecule and Phosphate ion.  The Nitrogenous base and Sugar molecule are linked by β-N-glycosidic bond.  The Sugar molecule and phosphate ion are linked by ester bond.  The base and sugar molecule are said to be Nucleoside.

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Draw a structural formula for each nucleotide and estimate its net charge at pH 7.4, the pH of blood plasma. (a) 2'-Deoxyadenosine 5'-triphosphate (dATP)
Consider the following peptide : Phe – Glu – Ser – Met and Val – Trp – Cys – Leu. Do these peptides have different net charges at (a) pH 1? (b) pH 7? Indicate the charges at both pH values
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