Biomedical Engineering Reference
In-Depth Information
(Figure 6) [26]. RGD, an adhesive sequence, was conjugated to chitosan, as
chitosan has shown to be promising polysaccharides for biocompatible and
wound healing materials [27-30]. Reactive thiol groups were incorporated into
the chitosan membrane by reacting it with 2-iminothiolane, as it has been
demonstrated that the 2-iminothiolane undergoes a ring opening reaction with
primary amines, including N-terminal
ŋ
-and
ε-amino groups of peptides or
proteins [31].
OH
OH
OH
O
+
O
O
NH
2
+
Cl
-
O
HO
O
Scheme I
S
O
HO
O
O
n
NH
2
HO
n
NH
NH
2
m
HS
NH
O
OH
OH
O
O
+
Scheme II
O
HO
HO
SH
O
O
HO
NH
n
NH
2
m
RGDSGG
HS
NH
OH
OH
DMSO
O
O
O
HO
O
O
HO
n
NH
NH
2
m
O
S
NH
S
RGDSGG
HO
Fig. 6. Scheme I outlines incorporation of a thiol group through a ring opening reaction of 2-
iminothiolane with chitosan and scheme II shows the coupling reaction of SH-chitosan with
RGDSGGC (adapted from [26]).
(B)
(A)
3
3
2.5
2.5
2
2
1.5
1.5
1
1
0.5
0.5
0
0
Fig. 7. Adhesivity of (A) chondrocytes and (B) fibroblasts: (1) Control (2) 0.0012% RGDSGGC-
chitosan (3) 0.012% RGDSGGC-chitosan (4) 0.12% RGDSGGC-chitosan (adapted from [26]).
1
2
3
4
1
2
3
4
The resulting effect of the RGDSGGC peptide presented on the chitosan
membrane was markedly enhanced affinity of both chondrocytes and fibroblasts
onto this peptide conjugated polymer scaffold when compared to that on a plate
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