Colloids and Surfaces A: Physicochem. Eng. Aspects 445 (2014) 40–47
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Colloids and Surfaces A: Physicochemical and
Engineering Aspects
jo ur nal ho me p ag e: www.elsevier.com/locate/colsurfa
Boronic acid functionalized polymeric microspheres
for catecholamine isolation
Nalan Özdemir
∗
, Ays ¸ e C ¸ akır, Burcu Somtürk
Chemistry Department, Faculty of Science, Erciyes University, TR-38039 Kayseri, Turkey
h i g h l i g h t s
•
3-Aminophenyl boronic acid
functionalized-poly(3-chloro-2-
hydroxypropyl methacrylate) [APBA
functionalized-poly(HPMA-Cl)]
microspheres.
•
A new sorbent for catecholamine iso-
lation.
•
The reversible catecholamine binding
behavior of the APBA functionalized-
poly(HPMA-Cl) microspheres.
g r a p h i c a l a b s t r a c t
a r t i c l e i n f o
Article history:
Received 1 October 2013
Received in revised form 2 January 2014
Accepted 6 January 2014
Available online 15 January 2014
Keywords:
Catecholamines
Boronate affinity technique
Aminophenyl boronic acid
Polymeric microspheres
Suspension polymerization
a b s t r a c t
In this study, 3-aminophenyl boronic acid functionalized-poly(3-chloro-2-hydroxypropyl methacrylate)
[APBA functionalized-poly(HPMA-Cl)] microspheres were prepared and characterized as a new alterna-
tive sorbent for catecholamine isolation. Chloropropyl group containing poly(HPMA-Cl) microspheres
were synthesized in spherical gel form with a suspension polymerization technique, and it is followed
by the APBA conjugation to the poly(HPMA-Cl) microspheres through amide bond formation. After-
wards, for the characterization of the prepared microspheres, SEM images were taken and FTIR analysis
was performed. Furthermore, to determine APBA content of prepared microspheres, nitrogen analysis
was performed and the amount of APBA was calculated as 94.6 mg APBA/g microsphere. The aver-
age size of the APBA functionalized-poly(HPMA-Cl) microspheres was calculated as 205 ± 35 m. The
reversible catecholamine (dopamine, epinephrine and norepinephrine) binding behavior of the APBA
functionalized-poly(HPMA-Cl) and poly(HPMA-Cl) microspheres was investigated in batch fashion type.
In the reversible catecholamine binding experiments, the maximum equilibrium binding was obtained at
pH 8.5 which is very close to the pK
a
of boronic acid, therefore all the experiments were carried out at this
pH. While no-significant non-specific binding was observed onto the non-functionalized microspheres,
the maximum catecholamine binding capacities of the APBA functionalized-poly(HPMA-Cl) microspheres
were found as 61 mg, 7 mg and 8 mg per gram of microsphere for dopamine, epinephrine and norepi-
nephrine, respectively. All three of the catecholamines were released from the microspheres with the
yields higher than 90% by weight. The obtained results indicated that APBA functionalized-poly(HPMA-
Cl) microspheres are promising sorbents that can be used for the efficient isolation of catecholamines.
© 2014 Published by Elsevier B.V.
∗
Corresponding author. Tel.: +90 352 207 66 66x33176; fax: +90 352 437 49 31.
E-mail addresses: nalanoz dmr@hotmail.com, ozdemirn@erciyes.edu.tr
(N. Özdemir), cakir.aysee@hotmail.com (A. C ¸ akır), burcu smtrk@hotmail.com
(B. Somtürk).
1. Introduction
Dopamine (DA), epinephrine (E) and norepinephrine (NE) are
very well known adrenal hormones, which are also called cate-
cholamines. They are a group of biogenic amines that also contain
a 3,4-dihydroxy-substituted phenyl ring [1,2] and have a number
0927-7757/$ – see front matter © 2014 Published by Elsevier B.V.
http://dx.doi.org/10.1016/j.colsurfa.2014.01.005