Biomedical Engineering Reference
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Boc
NH
O
H
2
N
NH
NH
2
O
40
Boc
N
O
DMF, TEA
O
39
39
Boc
TFA
HN
NH
NH
2
CH
2
Cl
2
NH
O
Boc
41
41
3TFA
-
H
2
+
N
HN
NH
3
+
Pyrenyl polyamin
N
H
2
+
O
42
42
Lipid
4TFA
-
H
2
+
N
H
2
+
N
N
NH
3
+
N
H
2
+
O
43
43
Figure 5.27
. (Up) Preparation of amphiphilic molecules and their adsorption onto
CNTs. (Down) Principle of functionalisation of CNTs by amphiphiles and their use for
plasmid DNA transfection. Reproduced with permission from Richard
et al.
89
of DNA to the SWCNT-pyrenyl polyamine led to complex aggregation, which
did not occur for SWCNT-lipid complexes. DNA might have been trapped in
these aggregates, thus providing a lower transfection e
ciency. However,
one big limitation is still the possible equilibrium between free and adsorbed
molecules. To overcome this problem, the authors suggested the use of other
amphiphilic molecules, bearing a diacetylene group in the aliphatic chain.
Such molecules, once adsorbed onto the CNTs, could undergo UV irradiation
and subsequent polymerisation, stabilising the complex in such a way that
the excess of lipid could be removed without removing the lipid from the CNT
surface.
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