[1 [2] H. OH Bọc-N Bọc-N Bọc OR `NO2 H,N R2 OR' p-nitrophenyl ester new amide bond in red -NO2

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins
Section26.4: Peptides And Proteins
Problem 9P: Draw the structure of M-P-V-G, and indicate its amide bonds.
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Another method to form a peptide bond involves a two-step process

Reaction of the p-nitrophenyl ester with an amino acid ester.

Why does a p-nitrophenyl ester “activate” the carboxy group of the
first amino acid to amide formation?

[1
[2]
H.
OH
Bọc-N
Bọc-N
Bọc
OR
`NO2
H,N
R2
OR'
p-nitrophenyl ester
new amide bond in red
-NO2
Transcribed Image Text:[1 [2] H. OH Bọc-N Bọc-N Bọc OR `NO2 H,N R2 OR' p-nitrophenyl ester new amide bond in red -NO2
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