10. The following is a PROBLEMATIC solid phase synthesis of the intended tetrapeptide (Gly-Ala-Lys-Val). A) Draw the other TWO tetrapeptides that would result in the box provided. You can abbreviate any of the amino acids using their three lettered codes to save time Resin Resin HO D HF NH₂ BocHN HOC DCC, pyridine A NHBoc digit LICH H₂N Gly-Ala-Lys-Val Resin 1) TFA 2) HO₂C- DCC. pyridine с NHBO Resin B NHBoc BocHN 1) TFA 2) HO₂C DCC, pyridine (CH₂) NHBoc (H₂CM NHDO NHBo B) Fix the incorrect step(s) so as to produce the intended tetrapeptide: Gly-Ala-Lys-Val. You can adapt the reaction scheme

Organic And Biological Chemistry
7th Edition
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
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Chapter9: Proteins
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Problem 9.58EP
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10. The following is a PROBLEMATIC solid phase synthesis of the intended tetrapeptide (Gly-Ala-Lys-Val).
A) Draw the other TWO tetrapeptides that would result in the box provided. You can abbreviate any of the amino acids
using their three lettered codes to save time
Resin
HO
Resin
D
HF
H₂N
NH₂
BocHN
we
(CH₂N
Gly-Ala-Lys-Val
HO₂C
NHBO
DCC. pyridine
A
(CH₂)
"NH₂
Resin
1) TFA
2) HO₂C-
DCC. pyridine
с
NHBoc
Resi
B
1) TFA
2)
NHBoc
BOCHN
HO₂C
DCC, pyridine
(CH₂)
NHBoc
(H₂CM)
NHDO
NHOO
B) Fix the incorrect step(s) so as to produce the intended tetrapeptide: Gly-Ala-Lys-Val. You can adapt the reaction scheme
accordingly. Steps are lettered for convenience if you are working on paper.
Transcribed Image Text:10. The following is a PROBLEMATIC solid phase synthesis of the intended tetrapeptide (Gly-Ala-Lys-Val). A) Draw the other TWO tetrapeptides that would result in the box provided. You can abbreviate any of the amino acids using their three lettered codes to save time Resin HO Resin D HF H₂N NH₂ BocHN we (CH₂N Gly-Ala-Lys-Val HO₂C NHBO DCC. pyridine A (CH₂) "NH₂ Resin 1) TFA 2) HO₂C- DCC. pyridine с NHBoc Resi B 1) TFA 2) NHBoc BOCHN HO₂C DCC, pyridine (CH₂) NHBoc (H₂CM) NHDO NHOO B) Fix the incorrect step(s) so as to produce the intended tetrapeptide: Gly-Ala-Lys-Val. You can adapt the reaction scheme accordingly. Steps are lettered for convenience if you are working on paper.
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