Decomposition of protonated threonine, its stereoisomers, and its homologues in the gas phase: evidence for internal backside displacement |
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Authors: | Serafin Scott V Zhang Kangling Aurelio Luigi Hughes Andrew B Morton Thomas Hellman |
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Affiliation: | Department of Chemistry, University of California-Riverside, Riverside, California 92521-0403, USA. |
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Abstract: | Protonated threonine and its allo diastereomer exhibit different proportions of collisionally activated dissociation (CAD) product ions. N-Methylation attenuates these differences. Water loss from protonated allo-threonine gives protonated trans-3-methylaziridinecarboxylic acid via an internal S(N)2 pathway, rather than protonated vinylglycine. |
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