with mature B cells [35], the authors investigated the interaction of glycoclusters 3a,
3d, and 3e Cy5 with Siglec 2 (CD22), which is a Neuα(2,6)Gal-specific lectin
overexpressed in mature B cells. In this context, the expressed murine of human
CD22 only detected weak interactions with the ligands, suggesting their early capture
by the reticuloendothelial system (RES) consisting of phagocytic cells such as
monocytes and macrophages. An additional examination of the distribution of the
ligands in a cancer model was performed after subcutaneous injection of DLD-1
colorectal adenocarcinoma in the dorsal division of BALB/cAJcl-nu/nu mice. Overall,
preliminary results indicated that the clusters did not target the tumor tissues. Nevertheless, marked differences were achieved in in vivo dynamics, with accelerated
excretion rates in the cancer-affected mice for glycoclusters 3d and 3e without
accumulation in the spleen, whereas 3b was efficiently retained, thus validating the
proposed methodology as suitable for the development of in vivo molecular imaging in
living animals.
HOOC NH
O
NH
O
HN
O
HN
O
H
N
HN
N
N
O
AcHN
O
N
H
O
HN
N
N
O
AcHN
NH
H
N
O
HN
N
N
O
AcHN
O
HN
O
NH
N
N
O
AcHN
NH
O
NH
O
N
H
O
HN
HN
N
N
O
NHAc
O
NH
O
HN
N
N
O
NHAc
H
N
HN
O
N
H
N
N
O
NHAc
O
HN
N
N
O
AcHN
HN
O
HN
O
NH
O
N
H
N
H
N N
O
NHAc
O
NH
O
N
H
N N
O
NHAc
HN
HN
O
NH
N
N
O
NHAc
O
HN
N
N
O
NHAc
HN
O
H
N
O
NH
O
NH
NH
N
N
O
AcHN
O
HN O
NH
N
N
O
AcHN
HN
NH
O
NH
N
N
O
AcHN
O
NH
N N
O
NHAc
N
H
O
N
NH
O
HN
O
HN
HN
N
N
O
AcHN
O
N
H
O
HN
N
N
O
AcHN
NH
H
N
O
HN
N
N
O
NHAc
O
H
N
N
N
O
AcHN
NH
O
CO2Et
HN
O
Y
HN
O
HN O
NH
H
N
N
N
O
AcHN
O
HN
O
H
N
N
N
O
AcHN
NH
NH
O
HN
N
N
O
AcHN
O
H
N
O
NH
N
N
O
AcHN
NH
O
N
H
O
HN
O
HN
HN
N
N
O
NHAc
O
NH
O
HN
N
N
O
NHAc
NH
HN
O
HN
N
N
O
NHAc
O
HN
N
N
O
AcHN
H
N
O
HOOC
HOOC
CO2Et
HN
O
Y
N
EtO2C
N
H
O
Y
N
NeuNAcα2,6Galβ1,4GlcNAcβ1,2Manα1,6
NeuNAcα2,6Galβ1,4GlcNAcβ1,2Manα1,3
Manβ1,4βGlcNAcβ1,4GlcNAcβAsp
O
N
N
N
Manβ1,4βGlcNAcβ1,4GlcNAcβAsp
O
N
N
N
Galβ1,4GlcNAcβ1,2Manα1,6
Galβ1,4GlcNAcβ1,2Manα1,3
NeuNAcα2,3Galβ1,4GlcNAcβ1,2Manα1,6
NeuNAcα2,3Galβ1,4GlcNAcβ1,2Manα1,3
Manβ1,4βGlcNAcβ1,4GlcNAcβAsp
O
N
N
N
NeuNAcα2,3Galβ1,4GlcNAcβ1,2Manα1,6
NeuNAcα2,6Galβ1,4GlcNAcβ1,2Manα1,3
Manβ1,4βGlcNAcβ1,4GlcNAcβAsp
O
N
N
N
NeuNAcα2,6Galβ1,4GlcNAcβ1,2Manα1,6
NeuNAcα2,3Galβ1,4GlcNAcβ1,2Manα1,3
Manβ1,4βGlcNAcβ1,4GlcNAcβAsp
O
N
N
N
=
Y =
N
N
N
N
O
O
O
O
O
O
HO 68 Ga
N
SO3K
N
SO3
O
68 Ga-DOTA
Cy5
N
O
N
O2N
N
H
O
NBD
a
b
c
d
e
1
2
3
Fig. 3 Glycoclusters proposed by Tanaka and colleagues for in vivo dynamics [32]
Applications of Glyconanoparticles as “Sweet” Glycobiological. . .
303