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In-Depth Information
HO
OH
OH
OH
O
HO
HO
HO
HO
HO
O
HO
O
O
O
O
S
HO
S
OH
OH
HO
O
O
HO
OH
OH
OH
S
S
HO
O
HO
HO
O
HO
HO
O
HO
O
O
S
i O
S
i
O
O
O
S
S
HO
S
O
S
O
OH
OH
HO
Si
O
O Si
O
O
S
i
O
O
O
OH
HO
Si
OH
S
S
O
O
O
HO
O
HO
OH
HO
OH
HO
O
HO
O
HO
Si O Si
S
O
O
S
O
HO
S
HO
S
O
OH
O
HO
S
OH
H
O
O
O
S
HO
OH
46a
O
HO
H
O
OH
O
O
HO
HO
OH
O
HO
HO
OH
OH
OH
HO
HO
OH
HO
AcHN
CO
2
H
O
NHAc
O
O
OH
O
S
HO
S
HO
2
C
O
O
OH
OH
S
S
HO
HO
CO
2
H
O
H
HO
O
O
S
i O
S
i
O
O
NHAc
O
S
O
S
O
S
AcHN
O
S
O
Si
O
O Si
HO
O
O
S
i
O
HO
2
C
O
O
Si
S
S
O
HO
O
CO
2
H
O
O
H
HO
OH
OH
Si O Si
HO
AcHN
S
O
O
S
O
O
S
S
HO
O
OH
NHAc
HO
2
C
O
S
HO
S
CO
2
H
O
O
46b
OH
OH
O
HO
O
H
HO
2
C
O
OH
NHAc
HO
AcHN
HO
FIGURE 3.4
Other POSS-based glycoclusters derived from PEGylated POSS
43
.
conditions under which all TECs have been carried out leave unaltered the structure
of the POSS moiety as evidenced by
29
Si NMR spectroscopy showing a sharp peak at
−
66
±
1 ppm.
3.5 GLYCODENDRIMERS
Glycodendrimers are promising candidates for a number of applications, including
their use in enantioselective catalysis [27], as glycoclusters for multivalent interaction
with proteins such as lectins [28], and as hyperbranched glycomimetics of bioactive
carbohydrates found as a part of the glycocalyx surrounding cells [29]. While Lind-
horst and coworkers reported on glycodendron construction by a linear approach
involving sequential reactions, one of which was in fact a free-radical thiol-ene
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