Experimental and theoretical studies on electropolymerization
of polar amino acids on platinum electrode
Taleb Alhedabi
a, b
,H
el
ene Cattey
c
, Christophe Roussel
d
, Virginie Blondeau-Patissier
e
,
Tijani Gharbi
a
, Guillaume Herlem
a, *
a
Nanomedicine Lab EA4662, Bat. E, Universit e de Bourgogne Franche-Comt e, UFR Sciences & Techniques, 16 route de Gray, 25030 Besançon Cedex, France
b
Department of Chemistry, College of Science, University of Thi-qar, Thi-qar, Iraq
c
Institut ICMUB - CNRS 6302, Universit e de Bourgogne Franche-Comt e, UFR Sciences et Techniques Mirande, 9 Avenue Alain Savary, 21000 Dijon, France
d
Ecole Polytechnique F ed erale de Lausanne, Section of Chemistry and Chemical Engineering, Station 6, CH-1015 Lausanne, Switzerland
e
Institut FEMTO-ST, UMR CNRS 6174, Department Time-Frequency, 26, Chemin de l' epitaphe, 25030 Besançon Cedex, France
highlights graphical abstract
Anodic oxidation of polar amino
acids with uncharged R group on
platinum electrode.
Polypeptide bonds revealed by ATR-
IR and XPS spectroscopies.
The film growth depends on the
chemistry of the polar amino acid.
article info
Article history:
Received 28 July 2016
Received in revised form
9 October 2016
Accepted 15 October 2016
Available online 17 October 2016
Keywords:
Polar amino acid
Electropolymerization
DFT
Thin polymer film
Spectroscopy
pH sensing
abstract
The anodic oxidation of polar amino acids (L-serine, L-threonine, L-asparagine, and L-glutamine) in
aqueous electrolyte on smooth platinum electrode was carried out by cyclic voltammetry coupled to
electrochemical quartz crystal microbalance (EQCM). pH (zwitterion, acidic and alkaline) effects on their
electrochemical behavior were examined. The maximum current values are measured for zwitterion
species. In addition, the current increases with increasing of concentration and scan rate, and decreases
with increasing pH. The resulting passivation was studied by spectroscopic analysis such as attenuated
total reflection FT infrared spectroscopy (ATR-FTIR), X-ray photoelectron spectroscopy (XPS) and mass
spectroscopy (MALDI-TOF). From thin film coatings observed on the electrode surface, peptide bonds are
found, and are in favor of electropolymerization of these polar amino acids into poly-L-amino acids in an
irreversible way. Scanning electronic microscopy was also used to study the morphology of these elec-
trodeposited L-amino acids. The electrodeposited poly-L-amino acids on Pt electrode were tested as
bioinspired transducer for pH sensing purposes.
© 2016 Elsevier B.V. All rights reserved.
1. Introduction
Electropolymerization process can lead to conducting or insu-
lating polymers which are used in many applications including pH
sensor and biosensors [1e4]. In this context, amino acids are good
* Corresponding author.
E-mail address: guillaume.herlem@univ-fcomte.fr (G. Herlem).
Contents lists available at ScienceDirect
Materials Chemistry and Physics
journal homepage: www.elsevier.com/locate/matchemphys
http://dx.doi.org/10.1016/j.matchemphys.2016.10.021
0254-0584/© 2016 Elsevier B.V. All rights reserved.
Materials Chemistry and Physics 185 (2017) 183e194