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Enantioselective Detection of D‐ and L‐Phenylalanine Using Optically Active Polyaniline
Author(s) -
Sheridan Edel M.,
Breslin Carmel B.
Publication year - 2005
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.200403192
Subject(s) - enantiomer , polyaniline , enantioselective synthesis , phenylalanine , enantiomeric excess , electrochemistry , aqueous solution , chemistry , cyclic voltammetry , conductive polymer , polymer , polymer chemistry , organic chemistry , electrode , amino acid , catalysis , biochemistry , polymerization
Chiral conducting polyaniline, which was prepared electrochemically from (+) and (−) camphorsulfonic acid, was utilized for the enantiomeric detection of phenylalanine in neutral phosphate buffer solution. Following electropolymerization the polymer films were dedoped in aqueous ammonia and subsequently shown to maintain their chiral character. The electrochemical window for this polymer was determined to be between 0.2 V and 0.8 V (vs. SCE) and enantiomeric discrimination between L ‐ and D ‐phenylalanine was seen with the application of differential pulse voltammetry. The (+) chiral polymer is shown to behave as an enantiomeric detector for the D enantiomer producing a peak in the voltammogram at ca. 0.7 V (vs. SCE) while the inverse is true for the (−) polymer, which detects the L enantiomer.