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By Peter Winterhalter and Russell L. Rouseff (Eds.)

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Ch003 Figure 7. Product ion spectrum of 4-hydroxyretinol (10 eV; 2 mTorrAr). The product ion spectra of retinol and re/ro-retinol (Figure 8) showed the anticipated neutral loss of water at m/z 269 and the diagnostic ion m/z 213, which, by comparison with ion m/z 211 of 4-hydroxyretinol, apparently represented the corresponding trimethylcyclohexadienyl cation C H . + 1 6 2 1 + -[M+H] 287 100' 80' CH OH 2 60 40' m 951*1 17 , f, ! 213 I [M+H]* 20 287 Figure 8. Product ion spectra (12 eV; 2 mTorrAr) of retinol and retro-retinol.

To obtain more structural information, the F A B source was coupled to a sector field tandem mass spectrometer ( F A B MS/MS) and M A L D I was combined with post-source-decay time-of-flight (PSD-TOF) mass spectrometry (26). However due to instrumental constraints, application of H P L C coupled directly to mass spectrometry was limited to a few examples based on the continuous-flow F A B technique (22, 23). The development of techniques utilizing atmospheric pressure ionization, namely electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI), represents a major experimental break-through and was essential for the successful coupling of H P L C with mass spectrometry in recent years (27,28).

ACS Symposium Series; American Chemical Society: Washington, DC, 2001. ch002 26 Norisoprenoid aroma precursors can be divided into different classes (cf. Figure 2). B y far the largest group are glycosidically bound components. g. g. during fermentation. The glycosylation of a polyol moiety not only results in an increased stability of the precursor but also influences aroma formation directly by favoring certain elimination reactions. This was shown for β-damascenone 30 as well as for vitispirane 11 formation, respectively (18).

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