Beilstein J. Nanotechnol.2018,9, 2057–2070, doi:10.3762/bjnano.9.195
and Discussion
Synthesis and characterization of tetraundecylcalix[4]resorcinarene–mPEG conjugate
To obtain the amphiphilic calixresorcinarene, tetraundecylcalix[4]resorcinarene 1 was functionalized with tosylated mPEG-550 (2) (Scheme 1). The obtained macrocycle 3 was characterized by 1H NMR, 13С NMR
the NMR time scale and, consequently, to the broadening of the signals of calixresorcinarene platform in the NMR spectra. The same broadening in the spectra of tetraundecylcalix[4]resorcinarene with poly-ε-caprolactone fragments on the upper rim was described earlier [22].
In the FTIR spectrum of 3
tetraundecylcalix[4]resorcinarene–mPEG conjugate 3.
Hemolytic activity data of 3 against human red blood cells (hRBC) in 0.15 M NaCl.
Data of substrate encapsulation in micelles of 3; log Pa: octanol–water partition coefficient of the substrates; m3: mass of 3 (mg); mS0: initial mass of the substrate (mg); mS1
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Scheme 1:
Synthesis of tetraundecylcalix[4]resorcinarene–mPEG conjugate 3.
Beilstein J. Nanotechnol.2018,9, 1594–1601, doi:10.3762/bjnano.9.151
resorcinarene (SRA) with phenylboronic acid. p(SRA-B) shows good stability in water and can be used as a nanocontainer for the pH- and glucose-controlled substrate release. Fluorescent dyes (fluorescein, pyrene and 1,3,6,8-pyrenetetrasulfonic acid tetrasodium salt) were successfully loaded into p(SRA-B). The
release of dye is achieved by lowering the pH value to 3 or by adding glucose.
Keywords: boronic acid; polymer nanocontainer; resorcinarene; responsive release; Introduction
Boronic acids effectively interact with diols [1][2][3][4] that have found application in various fields: in the recognition and
functional groups and various stimulus-responsive fragments allows one to create diverse responsive systems. Earlier we constructed and reported thermo- and redox-responsive nanocontainers based on the resorcinarene cavitand [36][37]. Continuing these works we designed a new nanocontainer using resorcinarene