TY - JOUR

T1 - Derivatization of Methylglyoxal for LC-ESI-MS Analysis - Stability and Relative Sensitivity of Different Derivatives

AU - Fritzsche, Stefan

AU - Billig, Susan

AU - Rynek, Robby

AU - Abburi, Ramarao

AU - Tarakhovskaya, Elena

AU - Leuner, Olga

AU - Frolov, Andrej

AU - Birkemeyer, Claudia

PY - 2018/11

Y1 - 2018/11

N2 - 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-methoxyphenylhydrazinereported here for the first time for derivatization of RCCsprovided 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.

AB - 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-methoxyphenylhydrazinereported here for the first time for derivatization of RCCsprovided 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.

KW - carbonyl derivatization

KW - phenylhydrazine

KW - phenylenediamine

KW - hydroxylamine

KW - water analysis

KW - lipoxidation

KW - LIPID-PEROXIDATION

KW - CARBONYL-COMPOUNDS

KW - ELECTROSPRAY-IONIZATION

KW - HYDROXY-ACIDS

KW - OXIDATION

KW - GLYOXAL

KW - AUTOXIDATION

KW - ALDEHYDES

KW - SYSTEMS

U2 - 10.3390/molecules23112994

DO - 10.3390/molecules23112994

M3 - статья

VL - 23

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 11

M1 - 2994

ER -