Decomposition of protonated threonine, its stereoisomers, and its homologues in the gas phase: evidence for internal backside displacement.
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.
Serafin
Scott V
SV
Department of Chemistry, University of California-Riverside, Riverside, California 92521-0403, USA.
Zhang
Kangling
K
Aurelio
Luigi
L
Hughes
Andrew B
AB
Morton
Thomas Hellman
TH