Jt. Morsel et D. Schmiedl, DETERMINATION OF 2-ALKYLCYCLOBUTANONE USING FLUORESCENT LABELING, Fresenius' journal of analytical chemistry, 349(7), 1994, pp. 538-541
2-Alkylcyclobutanones are formed under the influence of ionising radia
tion from triglycerides. The determination of cyclobutanones could be
a powerful means of identifying irradiated foods, not only from a lega
l viewpoint but also in food quality control. In this paper 2-dodecylc
yclobutanone was used as a model substance, synthesised by means of th
e key substance 1-bromo-1-ethoxycyclopropane. The determination was ca
rried out by labelling the cyclic ketone with fluorescent dyes and sub
sequent HPLC separation. 1-Pyrenebutyrylhydrazide and 7-diethylamino-3
-carbonylazide were used as labelling reagents. Dodecylcyclobutanone w
as sensitively determined in fat matrices. Labelling with 1-pyrenebuty
rylhydrazide was unsuccessful because of its low reactivity. Medium- a
nd short-chain aldehydes and ketones were easily labelled. After reduc
tion to the corresponding alcohol, dodecylcyclobutanone, as well as al
dehydes and ketones, were successfully labelled with 7-diethylamino-3-
carbonylazide. Separation was carried out with good results on RP-18 r
eversed phases using methanol water mixtures as mobile phases. The det
ection limit of dodecylcyclobutanone is about 5 ng.