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HO
O
O
HO
OH
O
n
a CD : n = 6
b CD
: n = 7
g CD : n = 8
Fig. 3 Spatial structure of
b
-cyclodextrin ( b -CD)
[ 20 ] or acetylene dyes [ 21 ] given the unique nature imparted by their structure. As a
result, these molecules have found a number of applications in different fields. The
formation of guest-host complexes between dye molecules and CD macrocycles
leads to certain improvements of the dyes' physicochemical properties.
Cyanine dye-CD complexes were first reported by Kasatani et al. in 1984 using
3,3 0 -diethyloxadicarbocyanine iodide (DODC)[ 22 ]. It was found that this dye
formed complexes with
-CD. Later, they demonstrated
the same tendency with cyanines 1 and 2 [ 23 ]. It was shown that inclusion of
cyanine dyes in
b
- and
g
-CDs but not with
a
-CD helps to inhibit dimer formation as well as to
enhance the photostability of these cyanines, thereby enhancing the dyes' utility as
a fluorescent probe [ 7 , 24 ].
b
-CD and Me-
b
R
R
X
X
O
O
N
R
N
N
N
n
R
E
E
1
2
R = Cl, Ph
n = 1-3; X = O, S, CMe 2 ; R = Me, Et, -(CH 2 ) 3 SO 3 H
R 1
R 1
N
N
R
N
R 2
N
n (H 2 C)
R 3
3
β
-CD
H
O
3a : R 1 = H, R 2 = Me, R 3 = (CH 2 ) 2 COOH
4
4a : R = Me, n = 2
4b
3b : R 1 = H, R 2 = Me, R 3 = (CH 2 ) 5 COOH
: R = Me, n = 5
: R 1 = H, R 2 = Me, R 3 = (CH 2 ) 10 COOH
3c
4c
: R = Me, n = 10
3d : R 1 = H, R 2 = CH 2 CHMe 2 , R 3 = (CH 2 ) 5 COOH
4d
: R = CH 2 CHMe 2 , n = 2
Cy5 : R 1 = SO 3 H, R 2 = Et, R 3 = (CH 2 ) 5 COOH
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