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Title

Different behaviour of 3-nitrotyrosine and tyrosine toward perfluorinated reagents suitable for the one-step preparation of volatile derivatives.

Authors

Pavlović, Radmila; Biondi, Pier Antonio; Chiesa, Luca Maria; Trutić, Nataša; Abramović, Mirjana; Santaniello, Enzo

Abstract

With the view of developing a gas-chromatographic (GC) determination of the 3-nitrotyrosine (NY)/tyrosine (Y) ratio as a marker of nitro-oxidative stress, different reagents were tested with the objective of obtaining a single volatile fluorinated product for each amino acid in a one-step derivatisation procedure. The heptafluorobutyric anhydride (HFBA)/heptafluorobutanol (HFBOH) mixture proved unsuccessful for the simultaneous analysis of NY and Y. The reaction with different chloroformates, isobutyl chlorofomate (iBuCF) and ethyl chloroformate (EtCF) in the presence of different perfluorinated alcohols, such as trifluoroethanol (TFEOH) and HFBOH, was investigated. A combination EtCF/fluorinated alcohols yielded derivatives of NY and Y as single peaks suitable for the GC determination of the NY/Y ratio. The different behaviours of the two amino acids in the employed reaction mixtures and the parameters influencing the results are discussed.

Subjects

NITROTYROSINE; FLUORINATION; GAS chromatography; OXIDATIVE stress; CHEMICAL reagents; DERIVATIZATION; ANHYDRIDES

Publication

Journal of the Serbian Chemical Society, 2012, Vol 77, Issue 5, p667

ISSN

0352-5139

Publication type

Academic Journal

DOI

10.2298/JSC110304003P

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