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Light and heavy dansyl reporter groups in food chemistry: amino acid assay in beverages.

Journal of mass spectrometry : JMS (2012-07-14)
Fabio Mazzotti, Hicham Benabdelkamel, Leonardo Di Donna, Constantinos M Athanassopoulos, Anna Napoli, Giovanni Sindona
ABSTRACT

5-Dimethylamino-1-sulfonyl naphthalene (DNS, commonly referred as dansyl) is a functionality, bearing well-established properties in directing the fragmentation, by mass spectrometry (MS), of the corresponding ionized sulfonylated derivatives. This property is shared also by its labeled analogs. The use of d(0)/d(6) DNS derivatives is now exploited in the application of the well-established isotope dilution mass spectrometric approach in the assay of complex mixtures. A new method for the quantitation of amino acids (AAs) in beverages is therefore presented, which relies on liquid chromatographic separation of their N-dansylated derivatives followed by comparative electrospray tandem MS/MS of the d(0)/d(6) isobaric mixtures. Labeled and unlabeled DNS derivatives of the selected AAs are readily available by microwave-assisted synthetic protocols. The novelty of the method is represented by the use of heavy and light DNS-isotopologue providing suitable reporter groups. Multiple-reaction monitoring has been applied in the assay of AAs in wine, pineapple juice and bergamot juice with good-to-excellent results as proved by both relative standard deviation, lower than 15%, and by the accuracy values in the range 90-110%.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Dansyl chloride, BioReagent, suitable for amino acid labeling, powder and chunks, ≥99% (HPLC)
Sigma-Aldrich
Dansyl chloride, BioReagent, suitable for fluorescence, ≥99.0% (HPLC)

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