Peptide-1 -C-SR NH-ÇH-C- ´NH-CH-C- Peptide-2 Chemoselective reaction NH2 Peptide-1 ÇH-C - Peptide-2 Spontaneous rearrangement Peptide-1 -C-NH-CH-C- Peptide-2 SH

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Native chemical ligation works by sequential nucleophilic acyl substitution reactions, but the mechanism depicting this in Figure 1 is not correct. Using your knowledge of nucleophilic acyl substitution, redraw the mechanism in Figure 1 so that it is chemically correct. Make sure to depict all of the tetrahedral intermediates and proton transfer steps.

Peptide-1
C-SR NH CH-C
Peptide-2
Chemoselective
reaction
-NH,
Peptide-1
CH-C
Peptide-2
Spontaneous
rearrangement
Peptide-1
C-NH-CH-C-
Peptide-2
SH
Transcribed Image Text:Peptide-1 C-SR NH CH-C Peptide-2 Chemoselective reaction -NH, Peptide-1 CH-C Peptide-2 Spontaneous rearrangement Peptide-1 C-NH-CH-C- Peptide-2 SH
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