Biomedical Engineering Reference
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OH
OH
OH
O
OH
OH
O
O
+
O
O
HO
O
O
HO
HO
OH
HO
NH
2
m
n
NH
OH
OH
HOOC
Lactose
O
N-Succinyl-chitosan
NaCNBH
3
OH
OH
O
O
O
HO
O
HO
m
HO
NH
OH
n
OH
NH
O
OH
O
HO
HO
HOOC
OH
OH
O
Figure 2.20
Synthesis of lactosaminated NSCS.
interactions between lectin and cells. Stredanska and coworkers [199] synthesized lactose-
modified chitosan for a potential application in the repair of articular cartilage by the same
mode. Kato et al. [200] also prepared lactosaminated NSCS (Figure 2.20) and its fluorescein
thiocarbanyl derivative as a liver-specific drug carrier in mice through asialoglycoprotein
receptor. Moreover, lactosaminated
N
-succinylchitosan was found to be a good drug car-
rier for mitomycin C in the treatment of liver metastasis [201].
Galactosylated chitosan prepared from lactobionic acid and chitosan with EDC and
N
-hydroxysuccinimide (Figure 2.21) showed promise as a synthetic extracellular matrix
for hepatocyte attachment [202]. Furthermore, graft copolymers of galactosylated chitosan
with PEG or poly(vinyl pyrrolidone) and dextran were useful as hepatocyte-targeting
OH
OH
OH
OH
OH
O
O
+
O
O
COOH
HO
HO
HO
OH
NH
2
n
OH
Lactobionic acid
EDC, NHS, room temp., 72 h
OH
OH
O
O
O
HO
O
HO
NH
HO
n
-
x
OH
OH
NH
2
O
OH
O
HO
HO
OH
OH
O
Figure 2.21
Synthesis of galactosylated chitosan.
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