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 mMR1R1R2HO,R240 - 60 °Coxalic acidOHa-ketoacidOprHomo-serineKAHA ligation100 uM - 5 mMR1R1R3HO.R320 - 25 °CHO,lower concentrationSerinea-ketoacidÖztlower temperatureno additivesR1, R2 R3 = amino acid residues

The carboxylic acid functional group is represented by R-COOH, where R can be an alkyl or aryl…

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)

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)

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

Chapter30: Nutrition

Section: Chapter Questions

Problem 30.65P

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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

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