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Molecules 2018, 23(11), 2994; https://doi.org/10.3390/molecules23112994

Derivatization of Methylglyoxal for LC-ESI-MS Analysis—Stability and Relative Sensitivity of Different Derivatives

1
Institute of Analytical Chemistry, Faculty of Chemistry and Mineralogy, University of Leipzig, 04103 Leipzig, Germany
2
Institute of Pharmacy, Faculty of Medicine, University of Leipzig, 04103 Leipzig, Germany
3
Department of Chemistry, Krishna University, Machilipatnam 521001, Andhra Pradesh, India
4
Department of Plant Physiology and Biochemistry, Faculty of Biology, Saint Petersburg State University, Saint Petersburg 199034, Russia
5
Library of the Russian Academy of Sciences, Saint Petersburg 199034, Russia
6
Faculty of Tropical AgriSciences, Czech University of Life Sciences Prague, 165 00 Prague-Suchdol, Czech Republic
7
Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, 06120 Halle (Saale), Germany
*
Author to whom correspondence should be addressed.
Received: 12 October 2018 / Revised: 5 November 2018 / Accepted: 8 November 2018 / Published: 16 November 2018
(This article belongs to the Special Issue Method Development and Validation in Food and Pharmaceutical Analysis)
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Abstract

The great research interest in the quantification of reactive carbonyl compounds (RCCs), such as methylglyoxal (MGO) in biological and environmental samples, is reflected by the fact that several publications have described specific strategies to perform this task. Thus, many reagents have also been reported for the derivatization of RCCs to effectively detect and quantify the resulting compounds using sensitive techniques such as liquid chromatography coupled with mass spectrometry (LC-MS). However, the choice of the derivatization protocol is not always clear, and a comparative evaluation is not feasible because detection limits from separate reports and determined with different instruments are hardly comparable. Consequently, for a systematic comparison, we tested 21 agents in one experimental setup for derivatization of RCCs prior to LC-MS analysis. This consisted of seven commonly employed reagents and 14 similar reagents, three of which were designed and synthesized by us. All reagents were probed for analytical responsiveness of the derivatives and stability of the reaction mixtures. The results showed that derivatives of 4-methoxyphenylenediamine and 3-methoxyphenylhydrazine—reported here for the first time for derivatization of RCCs—provided a particularly high responsiveness with ESI-MS detection. We applied the protocol to investigate MGO contamination of laboratory water and show successful quantification in a lipoxidation experiment. In summary, our results provide valuable information for scientists in establishing accurate analysis of RCCs. View Full-Text
Keywords: carbonyl derivatization; phenylhydrazine; phenylenediamine; hydroxylamine; water analysis; lipoxidation carbonyl derivatization; phenylhydrazine; phenylenediamine; hydroxylamine; water analysis; lipoxidation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Fritzsche, S.; Billig, S.; Rynek, R.; Abburi, R.; Tarakhovskaya, E.; Leuner, O.; Frolov, A.; Birkemeyer, C. Derivatization of Methylglyoxal for LC-ESI-MS Analysis—Stability and Relative Sensitivity of Different Derivatives. Molecules 2018, 23, 2994.

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