Presented at the 11th Annual Meeting of the French Mass Spectrometry Society, held at Rouen, 20–22 September 1994.
Stereospecific decompositions induced by low-energy collision-induced dissociation of MH+ ions of epimeric alkaloids†
Article first published online: 8 APR 2005
Copyright © 1995 John Wiley & Sons, Ltd.
Rapid Communications in Mass Spectrometry
Volume 9, Issue 1, pages 9–12, 1995
How to Cite
Grégoire, S., Dugat, D., Fournier, F., Gramain, J.-C. and Tabet, J.-C. (1995), Stereospecific decompositions induced by low-energy collision-induced dissociation of MH+ ions of epimeric alkaloids. Rapid Commun. Mass Spectrom., 9: 9–12. doi: 10.1002/rcm.1290090104
- Issue published online: 8 APR 2005
- Article first published online: 8 APR 2005
- Manuscript Accepted: 3 NOV 1994
- Manuscript Received: 3 OCT 1994
Several studies have investigated stereochemical effects observed in the electron ionization and low-energy collision-induced dissociation (CID) mass spectra of molecular ions from synthetic and natural alkaloids. More recently, it has been shown that low-collision-energy CID spectra of protonated epimeric alkaloids can yield additional information. For instance, three epimeric tetracyclic alkaloids studied in the present work are characterized by different cis/trans ring junction geometries and by different configurations of the ethyl group linked to the C-ring. Low-energy collisional spectra of the epimeric MH+ ions show large differences depending both on the ring junction geometry and the stereochemistry of the side chain. Interpretation of certain specific processes invokes ion-dipole formation, allowing internal electron transfer. Consecutive decompositions have also been scrutinized.