Selective Impedimetric Chemosensing of Carcinogenic Heterocyclic Aromatic Amine in Pork by dsDNA-Mimicking Molecularly Imprinted Polymer Film-Coated Electrodes.

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Tytuł:: Selective Impedimetric Chemosensing of Carcinogenic Heterocyclic Aromatic Amine in Pork by dsDNA-Mimicking Molecularly Imprinted Polymer Film-Coated Electrodes.
Autorzy:: Ayerdurai V; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Garcia-Cruz A; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Piechowska J; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Cieplak M; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Borowicz P; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Noworyta KR; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Spolnik G; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Danikiewicz W; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Lisowski W; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Pietrzyk-Le A; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
D'Souza F; Department of Chemistry, University of North Texas, 1155 Union Circle No. 305070, Denton, Texas 76203-5017, United States.
Kutner W; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.; Faculty of Mathematics and Natural Sciences, School of Sciences, Cardinal Stefan Wyszynski University in Warsaw, Wóycickiego 1/3, 01-938 Warsaw, Poland.
Sharma PS; Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Źródło:: Journal of agricultural and food chemistry [J Agric Food Chem] 2021 Dec 08; Vol. 69 (48), pp. 14689-14698. Date of Electronic Publication: 2021 Nov 29.
Typ publikacji:: Journal Article
Język:: English
Imprint Name(s):: Original Publication: Washington, American Chemical Society.
MeSH Terms:: Molecular Imprinting*
Pork Meat*
Red Meat*
Amines ; Animals ; DNA ; Electrodes ; Molecularly Imprinted Polymers ; Swine
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Contributed Indexing:: Keywords: MIP; allosteric recognition; bio-mimicking material; heterocyclic aromatic amine; impedimetric chemosensor; intercalation; molecular recognition; molecularly imprinted polymer; nucleobase bithiophene derivative; quinoxaline
Substance Nomenclature:: 0 (Amines)
0 (Molecularly Imprinted Polymers)
9007-49-2 (DNA)
Entry Date(s):: Date Created: 20211129 Date Completed: 20211209 Latest Revision: 20211214
Update Code:: 20240104
PubMed Central ID:: PMC8662733
DOI:: 10.1021/acs.jafc.1c05084
PMID:: 34841873
: Czasopismo naukowe

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Inspired by the easy intercalation of quinoxaline heterocyclic aromatic amines (HAAs) in double-stranded DNA (dsDNA), we synthesized a nucleobase-functionalized molecularly imprinted polymer (MIP) as the recognition unit of an impedimetric chemosensor for the selective determination of a 2-amino-3,7,8-trimethyl-3 H -imidazo[4,5- f ]quinoxaline ( 7,8-DiMeIQx ) HAA. HAAs are generated in meat and fish processed at high temperatures. They are considered to be potent hazardous carcinogens. The MIP film was prepared by potentiodynamic electropolymerization of a pre-polymerization complex of two adenine- and one thymine-substituted bis(2,2'-bithien-5-yl)methane functional monomer molecules with one 7,8-DiMeIQx template molecule, in the presence of the 2,4,5,2',4',5'-hexa(thiophene-2-yl)-3,3'-bithiophene cross-linking monomer, in solution. The as-formed MIP chemosensor allowed for the selective impedimetric determination of 7,8-DiMeIQx in the 47 to 400 μM linear dynamic concentration range with a limit of detection of 15.5 μM. The chemosensor was successfully applied for 7,8-DiMeIQx determination in the pork meat extract as a proof of concept.

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