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

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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
Peptide-1
FCSR NH;CH-C-
NH;CH-C Peptide-2
Chemoselective
reaction
NH
Peptide-1
ÇH-C-Peptide-2
Spontaneous
rearrangement
Poplide-
-C-NH-CH-C-
Peptide-2
SH
Transcribed Image Text:Peptide-1 FCSR NH;CH-C- NH;CH-C Peptide-2 Chemoselective reaction NH Peptide-1 ÇH-C-Peptide-2 Spontaneous rearrangement Poplide- -C-NH-CH-C- Peptide-2 SH
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