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Mass spectral fragmentations of cholesterol acetate oxidation products
Author(s) -
Pelillo Marco,
Galletti Guido,
Lercker Giovanni
Publication year - 2000
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 - 10.1002/1097-0231(20000730)14:14<1275::aid-rcm25>3.0.co;2-d
Subject(s) - chemistry , fragmentation (computing) , molecule , alkyl , mass spectrum , mass spectrometry , sterol , hydrogen , tetra , ring (chemistry) , functional group , photochemistry , organic chemistry , computational chemistry , medicinal chemistry , stereochemistry , cholesterol , chromatography , biochemistry , computer science , operating system , polymer
In this work, electron‐impact mass spectroscopy (EI‐MS) was employed on a wide range of sterol compounds in order to study their behaviour with regard to their functional groups. In particular, some specific mechanisms of fragmentation occurring in these substrates (i.e. retro‐Diels‐Alder reaction, neutral molecules eliminations, specific hydrogen migrations) were investigated. Loss of the alkyl side chain and of the D ring were observed in all cases. Finally, a classification of sterols on the basis of characteristic mass spectral fragments is suggested, and further applications to substrates with functional groups on positions other than the A and B rings is proposed. Copyright © 2000 John Wiley & Sons, Ltd.