Glutamic acid-related hydrazine reagent for the derivatization of carbonyl compounds.

Chemical derivatization of carbonyl compounds is a prerequisite for their determination in environmental and biological samples by LC-MS/MS analysis. The main requirements in regard to the good derivatization reagent are fast, selective and quantitative reaction with carbonyl compounds, and efficient fragmentation upon collision-induced dissociation (CID). We have prepared glutamic acid-related hydrazine reagent, and optimized derivatization procedure with benzaldehyde as a model carbonyl compound. The CID spectrum of the obtained hydrazone gave rich fragmentation pattern with numerous abundant fragment ions. Structure-specific fragment ions were selected for the development of sensitive multiple reaction monitoring (MRM) method.

[1]  Bi-Feng Yuan,et al.  Derivatization for liquid chromatography-mass spectrometry , 2014 .

[2]  Junqing Fu,et al.  Development of a pair of differential H/D isotope-coded derivatization reagents d(0)/d(3)-4-(1-methyl-1H-phenanthro[9,10-d]imidazol-2-yl)phenlamine and its application for determination of aldehydes in selected aquatic products by liquid chromatography-tandem mass spectrometry. , 2014, Talanta.

[3]  Ho‐Sang Shin,et al.  Simple derivatization of aldehydes with D-cysteine and their determination in beverages by liquid chromatography-tandem mass spectrometry. , 2011, Analytica chimica acta.

[4]  A. Yasuhara,et al.  LC-MS Analysis of Low Molecular Weight Carbonyl Compounds as 2,4-Dinitrophenylhydrazones Using Negative Ion Mode Electronspray Ionization Mass Spectrometry , 2011 .

[5]  Kenneth G. Sexton,et al.  Epigenetic Changes Induced by Air Toxics: Formaldehyde Exposure Alters miRNA Expression Profiles in Human Lung Cells , 2010, Environmental health perspectives.

[6]  J. Nogueira,et al.  Determination of short-chain carbonyl compounds in drinking water matrices by bar adsorptive micro-extraction (BAμE) with in situ derivatization , 2010, Analytical and bioanalytical chemistry.

[7]  Jiamo Fu,et al.  Determination of carbonyl compounds in the atmosphere by DNPH derivatization and LC-ESI-MS/MS detection. , 2007, Talanta.

[8]  B. Turpin,et al.  Estimating contributions of indoor and outdoor sources to indoor carbonyl concentrations in three urban areas of the United States , 2006 .

[9]  D. von Baer,et al.  Volatile carbonylic compounds in downtown Santiago, Chile. , 2006, Chemosphere.

[10]  G. Fang,et al.  The determination and fate of disinfection by-products from ozonation of polluted raw water. , 2005, The Science of the total environment.

[11]  F. Frimmel,et al.  Method optimization for the determination of carbonyl compounds in disinfected water by DNPH derivatization and LC–ESI–MS–MS , 2002, Analytical and bioanalytical chemistry.

[12]  U. Karst,et al.  Hydrazine reagents as derivatizing agents in environmental analysis – a critical review , 2000, Fresenius' journal of analytical chemistry.

[13]  G. Sindona,et al.  Characterization of Z-blocked isomeric dipeptides by fast atom bombardment tandem mass spectrometry and kinetic energy release measurements , 1992 .

[14]  B. Danieli,et al.  Fast atom bombardment mass spectrometry of carbobenzyloxy‐protected amino acids and peptides , 1989 .

[15]  K. Medzihradszky,et al.  Lessons in de novo peptide sequencing by tandem mass spectrometry. , 2015, Mass spectrometry reviews.

[16]  T. Santa Derivatization reagents in liquid chromatography/electrospray ionization tandem mass spectrometry. , 2011, Biomedical chromatography : BMC.

[17]  R. Aplin,et al.  The mass spectra of amino-acids and peptides: benzyl migration in benzyloxycarbonyl derivatives , 1966 .