Biomedical Engineering Reference
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O
Step I
NO 2
NO 2
O
+ RGDS
O
N 3
N- (CH 2 ) 5 -C-O-N
N 3
N- (CH 2 ) 5 -C -HN-RGDS
Room temperature
dark, 2 h
H
H
NaSO 3
O
Sulfo-SANPAH
Photoreactive RGDS
Step II
CH 2 OH
NHCOCH 3
HO
UV irradiation
4 min
O
O
O
O
N H
RGDS
HN
C
(CH 2 ) 5
HN
NH 3 +
CH 2 OH
N
N 2
N 3
+
CHI-RGDS membrane
Nitrene
Figure 2.39
Schematic of chitosan surface modification with RGDS by photochemical immobilization technique. (From
Schaffner P. and Dard, M. M. 2003. Cell Mol Life Sci 60: 119-132. With permission.)
polymers with predetermined molecular weight, narrow molecular weight distribution,
chain end functionality, topology, and complex architecture and composition.
The application of these techniques to the graft-controlled polymerization of natural
polymers, such as chitosan, could open a new door to the synthesis of a wide variety of
molecular structures, affording the precise synthesis of tailor-made hybrid materials based
on natural polymers. It will be possible to develop new materials to mimic the complexity
of natural structures made by the conjunction of different natural and synthetic polymers,
by designing new molecular architectures with controlled topologies and graft-controlled
OH
OH
OH
O
O
O
HO
+
NH2 + Cl -
O
HO
O
O
HO
S
NH 2
n
NH 2
n
NH 2
m
HS
NH
RSH
+
(CH 3 ) 2 SO
+
+
[(CH 3 ) 2 S(OH)SR]
RSSR
CH 3 SCH 3
H 2 O
O
OH
OH
O
O
SH
HO
O
HO
+
O
O
HO
NH 2
NH 2
n
m
RGDSGG
HS
NH
OH
OH
O
O
HO
O
O
HO
DMSO
NH 2
NH
n
m
O
S
NH
S
HO
RGDSGG
Figure 2.40
Coupling reaction of sulfhydryl-chitosan with RGDSGGC in the presence of DMSO. (From Masuko, T. et al.
2005. Biomaterials 26: 5339-5347. With permission.)
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