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Mass spectrometric study of new α‐methylene‐γ‐lactone carbohydrate derivatives
Author(s) -
Borges C.,
Ferreira M. A. Almoster,
Rauter A. P.
Publication year - 1988
Publication title -
biomedical and environmental mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0887-6134
DOI - 10.1002/bms.1200160178
Subject(s) - lactone , chemistry , kinetic energy , methylene , metastability , moiety , stereochemistry , molecule , chirality (physics) , decomposition , ion , ring (chemistry) , polyatomic ion , computational chemistry , organic chemistry , chiral symmetry , physics , nambu–jona lasinio model , quantum mechanics , quark
A mass spectrometric study of six new α‐methylene‐γ‐lactone carbohydrate derivatives has been carried out in order to correlate the occurrence of metastable transitions with the stereochemistry of the compounds. Results indicate that the decomposition of some metastable fragment ions usually releases higher amounts of kinetic energy when the chiral centre of the lactone ring has the ( S ) configuration. However, the kinetic energy released on the decomposition of metastable molecular ions seems to follow different trends as regards the configuration of the chiral centre of the lactone moiety, when one or two isopropylidene rings are present in the molecule. This study is being extended to some related compounds in order to confirm whether the kinetic energy release is preferentially affected in a particular way by the chirality.