Chemistry Reference
In-Depth Information
H
O
H
O
H
DCC
NH
C
C
OH
+
N
C
C
OCH
2
(see Fig. 17.7
CH
2
CH(CH
3
)
2
and Fig. 17.8)
H
O
O
H
NH
C
C
N
C
OCH
2
CH
2
CH(CH
3
)
2
Then deprotect again.
H
O
H
O
CF
3
CO
2
H
NH
C
C
N
C
C
OCH
2
CH
2
Cl
2
(see eq. 17.16)
CH
2
CH(CH
3
)
2
H
O
H
O
H
2
N
C
C
N
C
C
OCH
2
CH
2
CH(CH
3
)
2
At this stage, the dipeptide is constructed, but it must be detached from the polymer:
H
O
O
HF
H
2
N
C
C
N
CH
C
OCH
2
(see Fig. 17.7)
CH
2
CH(CH
3
)
2
H
O
O
H
2
N
C
C
N
CH
C
OH
+
F
CH
2
CH
2
CH(CH
3
)
2
(Leu-Pro)
This problem, which involves only the construction of a simple dipeptide, should give
you some sense of the number of operations required in solid-phase peptide
syntheses.
17.58
17.59
Amino acids with nonpolar R groups will have those groups pointing toward the
center of a globular protein. These are leucine (a), valine (d), and phenylalanine (f).
