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Use of S ‐pentafluorophenyl tris(2,4,6‐trimethoxyphenyl)phosphonium acetate bromide and (4‐hydrazino‐4‐oxobutyl) [tris(2,4,6‐trimethoxyphenyl)phosphonium bromide for the derivatization of alcohols, aldehydes and ketones for detection by liquid chromatography/electrospray mass spectrometry
Author(s) -
Barry Samantha J.,
Carr Richard M.,
Lane Stephen J.,
Leavens William J.,
Manning Calvin O.,
Monté Soraya,
Waterhouse Ian
Publication year - 2003
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.933
Subject(s) - chemistry , phosphonium , bromide , derivatization , reagent , tris , organic chemistry , allyl bromide , aldehyde , benzaldehyde , chromatography , high performance liquid chromatography , catalysis , biochemistry
The synthesis of S ‐pentafluorophenyl tris(2,4,6‐trimethoxyphenyl)phosphonium acetate bromide (TMPP‐AcPFP) and the novel compound (4‐hydrazino‐4‐oxobutyl) [tris(2,4,6‐trimethoxyphenyl)phosphonium bromide (TMPP‐PrG) is described and the use of these compounds as derivatizing reagents for alcohols, aldehydes and ketones evaluated. Methods have been developed for the pre‐column derivatization of alcohols using TMPP‐AcPFP and for aldehydes and ketones using TMPP‐PrG. The reactions were investigated by the use of a variety of individual test compounds containing the target functional groups. The TMPP acetyl ester and TMPP propyl hydrazone derivatives formed with their respective target analytes produced an enhanced response in electrospray ionization mass spectrometry (ESI‐MS), and reproducible chromatography. The use of these two reagents to derivatize and facilitate detection of alcohols (including sugars and steroids), aldehydes and ketones (including steroids) by LC/ESI‐MS was investigated. Copyright © 2003 John Wiley & Sons, Ltd.