Naphthalene- and anthracene-2,3-dialdehyde as precolumn labelling reagents for primary amines using reversed- and normal-phase liquid chromatography with peroxyoxalate chemiluminescence detection.
Naphthalene-2,3-dialdehyde (NDA) and anthracene-2,3-dialdehyde (ADA) were applied as pre-column labelling reagents for the peroxyoxalate chemiluminescence detection of primary amines. The advantages of these labels are the selective derivatization reaction with primary amines and the good chemiluminescence properties. A serious disadvantage is the formation of cyanide-induced side-products which are major interferences in reversed-phase chromatography. For normal-phase chromatography, the excess of reagent was removed by adding a polar amine after derivatization, with subsequent extraction of the labelled analyte with an apolar solvent. The detection limit for NDA-labelled fluvoxamine, an anti-depressant, was in the low femtomole range in standard solutions and in urine samples. For ADA-labelled analytes difficulties were obtained with linearity in peroxyoxalate chemiluminescence detection, probably owing to oxidation of the derivative by hydrogen peroxide.
Kwakman
P J
PJ
Department of Analytical Chemistry, Free University, Amsterdam, The Netherlands.
Koelewijn
H
H
Kool
I
I
Brinkman
U A
UA
De Jong
G J
GJ
D000588:Amines / Q000032:analysis*; D000873:Anthracenes; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid; D016666:Fluvoxamine; D006207:Half-Life; D006801:Humans; D007202:Indicators and Reagents; D008163:Luminescent Measurements; D009281:Naphthalenes; D010070:Oxalates; D010091:Oximes / Q000652:urine; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
D000588:Amines; D000873:Anthracenes; D007202:Indicators and Reagents; D009281:Naphthalenes; D010070:Oxalates; D010091:Oximes; C044622:peroxyoxalate; C027717:2,3-naphthalenedicarboxaldehyde; C065942:2,3-anthracenedicarboxaldehyde; D016666:Fluvoxamine