Enantiomer-selective ultraviolet photolysis of temperature-controlled protonated tryptophan on a chiral crown ether in the gas phase
Abstract
Enantiomer-selective ultraviolet photolysis of temperature-controlled protonated tryptophan (TrpH+) on the chiral crown ether, (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid (18C6TA), was examined using a tandem mass spectrometer containing a temperature-variable 22-pole ion trap. The spectra of D-TrpH+-(+)-18C6TA at 9-320 K showed that the loss of NH2CH2COOH due to Cαsbnd Cβ bond cleavage decreased gradually with increasing temperature. The spectrum at room temperature was similar to that of L-TrpH+-(+)-18C6TA, which showed no temperature dependence on photolysis. The chiral-specific photolysis of cold D-TrpH+-(+)-18C6TA was attributed to the structures involving the chiral-dependent interactions of the Cαsbnd H group of TrpH+ with the oxygen atoms of (+)-18C6TA.
- Publication:
-
Chemical Physics Letters
- Pub Date:
- August 2014
- DOI:
- 10.1016/j.cplett.2014.07.045
- Bibcode:
- 2014CPL...610..228F