Fujihara Akimasa, Maeda Naoto, Hayakawa Shigeo
Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Osaka, Japan.
Chirality. 2015 May;27(5):349-52. doi: 10.1002/chir.22442. Epub 2015 Apr 1.
The enantioselective photolysis of a cold gas-phase noncovalent complex of tryptophan with alkali-metalized L-serine, M(+) (L-Ser)(Trp) (M = Na and Li), was examined using a tandem mass spectrometer containing a variable-temperature ion trap. CO2 loss from Trp in the clusters was enantiomerically selective in ultraviolet excitation with linearly polarized light. M(+) (L-Ser) promoted the enantioselective photolysis of Trp as a chiral auxiliary. The enantioselective photolysis of the D-enantiomer was applied to a quantitative chiral analysis, in which the optical purity of tryptophan could be determined by measuring the relative abundance ratio R of the enantioselective CO2 loss to the chiral-independent evaporation of L-Ser in a single photodissociation mass spectrum of M(+) (L-Ser)(Trp).
使用配备可变温度离子阱的串联质谱仪，研究了色氨酸与碱金属化L-丝氨酸形成的冷气相非共价复合物M(+) (L-Ser)(Trp)（M = Na和Li）的对映选择性光解。在紫外光激发下，团簇中色氨酸的CO2损失具有对映选择性，使用线偏振光。M(+) (L-Ser)作为手性助剂促进了色氨酸的对映选择性光解。D-对映体的对映选择性光解被应用于定量手性分析，其中色氨酸的光学纯度可以通过测量M(+) (L-Ser)(Trp)的单光解离质谱中对映选择性CO2损失与L-丝氨酸非手性依赖蒸发的相对丰度比R来确定。
