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
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
Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter23: Enzymes
Section: Chapter Questions
Problem 23.60P
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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
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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