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Molecular Recognition of Phenylalanine Enantiomers onto a Solid Surface Modified with Electropolymerized Pyrrole‐β‐Cyclodextrin Conjugate
Author(s) -
Shishkanova Tatiana V.,
Habanová Nina,
Řezanka Michal,
Broncová Gabriela,
Fitl Přemysl,
Vrňata Martin,
Matějka Pavel
Publication year - 2020
Publication title -
electroanalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 128
eISSN - 1521-4109
pISSN - 1040-0397
DOI - 10.1002/elan.201900615
Subject(s) - quartz crystal microbalance , cyclic voltammetry , enantiomer , monolayer , pyrrole , chemistry , conjugate , cyclodextrin , substrate (aquarium) , electrochemistry , electrode , materials science , organic chemistry , adsorption , mathematical analysis , biochemistry , oceanography , mathematics , geology
We report the electrochemical deposition of a β‐cyclodextrin pyrrole conjugate (Py‐β‐CD) on an electrode surface including i) characterization based on surface‐enhanced Raman scattering and field‐emission scanning electron microscopy; ii) studies of the molecular recognition of enantiomers of phenylalanine methyl ester hydrochlorides (Phe) based on linear sweep voltammetry and a quartz crystal microbalance. The PPy‐β‐CD polymeric layer on a metallic substrate is distinguished by its inhomogeneity, in which both highly ordered β‐CD units and highly disordered polymer chains are observed. The voltammetric recognition results showed that PPy‐β‐CD exhibited a higher sensitivity for d ‐Phe (138±15)×10 3 than for l ‐Phe (6±1)×10 3 within the concentration range 0.1–0.75 mM (n=3) despite the differences in the polymer arrangement on the surface. A possible mechanism of molecular recognition of phenylalanine enantiomers is discussed.