Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (from the reaction of α-ketoacids and oxaprolines to proteins that contain native serine residues)

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
100%

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (from the reaction of α-ketoacids and oxaprolines to proteins that contain native serine residues)

5-oxaproline
(Opr)
1,2-oxazetidine
(Ozt)
10-15 mM
R1
R1
R2
HO,
R2
40 - 60 °C
oxalic acid
OH
a-ketoacid
Opr
Homo-serine
KAHA ligation
100 uM - 5 mM
R1
R1
R3
HO.
R3
20 - 25 °C
HO,
lower concentration
Serine
a-ketoacid
Özt
lower temperature
no additives
R1, R2 R3 = amino acid residues
Transcribed Image Text:5-oxaproline (Opr) 1,2-oxazetidine (Ozt) 10-15 mM R1 R1 R2 HO, R2 40 - 60 °C oxalic acid OH a-ketoacid Opr Homo-serine KAHA ligation 100 uM - 5 mM R1 R1 R3 HO. R3 20 - 25 °C HO, lower concentration Serine a-ketoacid Özt lower temperature no additives R1, R2 R3 = amino acid residues
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY