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 shown.(from the reaction of α-ketoacids and oxaprolines to proteins that contain native serine residues ) with label

Curren'S Math For Meds: Dosages & Sol
11th Edition
ISBN:9781305143531
Author:CURREN
Publisher:CURREN
Chapter9: Parenteral Medication Labels And Dosage Calculation
Section: Chapter Questions
Problem 6.4P
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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 shown.(from the reaction of α-ketoacids and oxaprolines to proteins that contain native serine residues ) with label

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