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Derivatization reagents in liquid chromatography/electrospray ionization tandem mass spectrometry

Authors

  • Tomofumi Santa

    Corresponding author
    1. Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
    • Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
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  • Abbreviations used: 4-APC, 4-[2-(trimethylammonio)ethoxy]benzenaminium halide; APDS, 3-aminopyridyl-N-hydroxysuccimidyl carbamate; 4-APEBA, 4-{2-[(4-bromophenethyl)dimethylammonio]ethoxy}benzenaminium dibromide; APZ, 4-(4-methyl-1-piperazyl)-3-nitrobenzoyl azide; AQC, 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate; CID, collision-induced dissociation; DAABD-AE, 4-[2-(N,N-dimethylamino)ethylaminosulfonyl]-7-(2-aminoethylamino)-2,1,3-benzoxadiazole; DAABD-MHz, 4-[2-(N,N-dimethylamino)ethylaminosulfonyl]-7-N-methylhydrazino-2,1,3-benzoxadiazole; DMAP-NCS, p-(dimethylamino)phenyl isothiocyanate; DMIS, 1,2-dimethylimidazole-4-sulfonyl; DNPH, 2,4-dinitrophenylhydrazine; DMAE, dimethylaminoethyl; Dns-Cl, 5-dimethylamino-1-naphthalenesulfonyl chloride; Dns-Hz, 5-dimethylaminonaphthalene-1-sulfonyl hydrazine; ESI, electrospray ionization; FMOC, 9-fluorenylmethyl chloroformate; FPMTS, 2-fluoro-1-methylpyridinium p-toluensulfonate; Gir P, 1-(carboxymethyl)pyridium chloride hydrazide; Gir T, (carboxymethyl)trimethylammonium chloride hydrazide; HMP, 2-hydrazino-1-methyl-pyridine; HP, 2-hydrazinopyridine; HTMOB, 4-hydrazino-N,N,N-trimethyl-4-oxobutanaminium iodide; MDMAES, mono-(dimethylaminoethyl) succinyl; NA, isonicotinoyl azide; NBD-F, 4-fluoro-7-nitro-2,1,3-benzoxadiazole; NP-NCS, m-nitrophenyl isothiocyanate; 17-OHP, 17-hydroxyprogesterone; PA, 2-picolylamine; PPZ, 1-(2,4-dinitro-5-fluorophenyl)-4-methylpiperazine; PBS, 4-(1H-pyrazol-1-yl)benzenesulfonyl; PS, pyridine-3-sulfonyl; PrCl, propyl chloroformate; Py-NCS, 3-pyridyl isothiocyanate; SPTPP, 5-N-succinimidoxy-5-oxopententyl)triphenylphosphonium bromide; SRM, selected reaction monitoring; TFA, trifluoroacetic acid; TMAE, trimethylaminoethyl; THAS, 4-(trimethylammonium)anilyl-N-hydroxysuccidimidyl carbamate iodide.

Abstract

Liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) is one of the most prominent analytical techniques owing to its inherent selectivity and sensitivity. In LC/ESI-MS/MS, chemical derivatization is often used to enhance the detection sensitivity. Derivatization improves the chromatographic separation, and enhances the mass spectrometric ionization efficiency and MS/MS detectability. In this review, an overview of the derivatization reagents which have been applied to LC/ESI-MS/MS is presented, focusing on the applications to low molecular weight compounds. Copyright © 2010 John Wiley & Sons, Ltd.

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