EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 27, Problem 27.19P
Interpretation Introduction

(a)

Interpretation:

The structure of each compound involved in the given solid peptide phase synthesis is to be stated.

Concept introduction:

Solid phase peptide synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which gives rise to the formation of a dipeptide. This dipeptide is again treated with the amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.

Interpretation Introduction

(b)

Interpretation:

A reason as to why Boc group is used on the side chain of the Lys group in the BC step of the reaction is to be stated.

Concept introduction:

Solid peptide phase synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which give rise to the formation of a dipeptide. This dipeptide is again treated with an amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.

Interpretation Introduction

(c)

Interpretation:

An explanation as to why Boc-Val is used rather than Fmoc-Val in the DE step of the reaction is to be stated.

Concept introduction:

Solid peptide phase synthesis is a process in which an amino protected amino acid is treated with insoluble resin. After that, the amino acid is deprotected which give rise to the formation of a dipeptide. This dipeptide is again treated with an amino protected amino acid. This cycle is repeated several times and resin is removed by using trifluoroacetic acid.

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Students have asked these similar questions
h) Specify the absolute (R/S) configuration of the amino group in structure IV. (i) If the substituents in structures I, IV and V were identical (all OH or all NH2), which structure would result in a meso compound?  (j) If each hydroxy group for structures I, II and VI were replaced with another amino group, which compound would be made optically inactive?
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
At very low pH, alanine is a diprotic acid that can be represented as H3N1-CH(CH3)-COOH. The pKa of the carboxyl group is 2.3, and the pKa of the UNH1 3 group is 9.7.(a) At pH 7, what fraction of the amino acid molecules dissolved in an                   aqueous solution will have the form                        H3N1-CH(CH3)-COO2?(b) What fraction of the molecules at this pH will havethe form                                                   H2N-CH(CH3)-COOH?

Chapter 27 Solutions

EBK ORGANIC CHEMISTRY

Ch. 27 - Prob. 27.12PCh. 27 - Prob. 27.13PCh. 27 - Prob. 27.14PCh. 27 - Prob. 27.15PCh. 27 - Prob. 27.16PCh. 27 - Prob. 27.17PCh. 27 - Prob. 27.18PCh. 27 - Prob. 27.19PCh. 27 - Prob. 27.20PCh. 27 - Prob. 27.21PCh. 27 - Prob. 27.22PCh. 27 - Prob. 27.23PCh. 27 - Prob. 27.24PCh. 27 - Prob. 27.25PCh. 27 - Prob. 27.26PCh. 27 - Prob. 27.27PCh. 27 - Prob. 27.28PCh. 27 - Prob. 27.29PCh. 27 - Prob. 27.30PCh. 27 - Prob. 27.31PCh. 27 - Prob. 27.32PCh. 27 - Prob. 27.33PCh. 27 - Prob. 27.34PCh. 27 - Prob. 27.35PCh. 27 - Prob. 27.36PCh. 27 - Prob. 27.37PCh. 27 - Prob. 27.38PCh. 27 - Prob. 27.39PCh. 27 - Prob. 27.40PCh. 27 - Prob. 27.41PCh. 27 - Prob. 27.42PCh. 27 - Prob. 27.43APCh. 27 - Prob. 27.44APCh. 27 - Prob. 27.45APCh. 27 - Prob. 27.46APCh. 27 - Prob. 27.47APCh. 27 - Prob. 27.48APCh. 27 - Prob. 27.49APCh. 27 - Prob. 27.50APCh. 27 - Prob. 27.51APCh. 27 - Prob. 27.52APCh. 27 - Prob. 27.53APCh. 27 - Prob. 27.54APCh. 27 - Prob. 27.55APCh. 27 - Prob. 27.56APCh. 27 - Prob. 27.57APCh. 27 - Prob. 27.58APCh. 27 - Prob. 27.59APCh. 27 - Prob. 27.60APCh. 27 - Prob. 27.61APCh. 27 - Prob. 27.62APCh. 27 - Prob. 27.63APCh. 27 - Prob. 27.64APCh. 27 - Prob. 27.65APCh. 27 - Prob. 27.66APCh. 27 - Prob. 27.67APCh. 27 - Prob. 27.68APCh. 27 - Prob. 27.69APCh. 27 - Prob. 27.70APCh. 27 - Prob. 27.71APCh. 27 - Prob. 27.72APCh. 27 - Prob. 27.73APCh. 27 - Prob. 27.74APCh. 27 - Prob. 27.75APCh. 27 - Prob. 27.76APCh. 27 - Prob. 27.77APCh. 27 - Prob. 27.78APCh. 27 - Prob. 27.79APCh. 27 - Prob. 27.80APCh. 27 - Prob. 27.81APCh. 27 - Prob. 27.82APCh. 27 - Prob. 27.83AP
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