title: Diastereomeric resolution directed towards chirality determination focussing on gas-phase energetics of coordinated sodium dissociation.
abstract: Defining chiral centres is addressed by introducing a pair of chiral auxiliary groups. Ions of diastereomeric pairs of molecules could be distinguished utilising energy-resolved mass spectrometry, and the applicability of the method to a series of compounds carrying amine, carboxylic acid, alcohol, and all the amino acids was verified. The method was further strengthened by distinguishing diastereomeric ions that did not undergo fragmentation. Mass spectrometric evaluation of the dissociation process of adducted sodium cations from the diastereomeric precursors agreed with the theoretical calculations, indicating the potential usefulness of the method for the determination of absolute configurations.
authors.affiliation: Tokai University, Institute of Glycoscience, 4-1-1 Kitakaname, Hiratsuka, Kanagawa 259-1292 Japan.|Japan Science and Technology Agency (JST), ERATO Glycotrilogy Project, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Osamu
authors.initials: O
authors.lastname: Kanie
authors.affiliation: Tokyo Institute of Technology, Graduate School of Bioscience and Biotechnology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503 Japan.|RIKEN, Synthetic Cellular Chemistry Laboratory, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Shioiri
authors.affiliation: RIKEN, Research Cluster for Innovation, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Koji
authors.initials: K
authors.lastname: Ogata
authors.affiliation: Tokyo Institute of Technology, Graduate School of Bioscience and Biotechnology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503 Japan.|RIKEN, Research Cluster for Innovation, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Waka
authors.initials: W
authors.lastname: Uchida
authors.affiliation: Japan Science and Technology Agency (JST), ERATO Glycotrilogy Project, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Shusaku
authors.initials: S
authors.lastname: Daikoku
authors.affiliation: Japan Science and Technology Agency (JST), ERATO Glycotrilogy Project, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Suzuki
authors.affiliation: RIKEN, Research Cluster for Innovation, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.|Advanced Center for Computing and Communication, Computational Chemistry Unit, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Shinichiro
authors.initials: S
authors.lastname: Nakamura
authors.affiliation: RIKEN, Synthetic Cellular Chemistry Laboratory, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.|Japan Science and Technology Agency (JST), ERATO Glycotrilogy Project, 2-1 Hirosawa, Wako, Saitama 351-0198 Japan.
authors.forename: Yukishige
authors.initials: Y
authors.lastname: Ito