Autor: |
Neville J. A. Coughlan, Katherine J. Catani, Evan J. Bieske, Brian D. Adamson, Uta Wille |
Rok vydání: |
2014 |
Předmět: |
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Zdroj: |
The Journal of Physical Chemistry Letters. 5:3195-3199 |
ISSN: |
1948-7185 |
DOI: |
10.1021/jz501407n |
Popis: |
Retinal protonated Schiff base (RPSB) is a key molecular component of biological photoreceptors and bacterial photosynthetic structures, where its action involves photoisomerization around bonds in the polyene chain. In a vacuum environment, collisional activation or exposure to visible light causes the RPSB molecule to disintegrate, producing charged molecular fragments with m/z = 248 Da that cannot be formed by simple cleavage of the polyene chain. Photofragments resulting from laser excitation of RPSB at a wavelength of 532 nm are analyzed in an ion mobility mass spectrometer (IMMS) and found to be the protonated Schiff base of β-ionone. Density functional theory calculations at the M06-2X/cc-pVDZ level support a fragmentation mechanism in which RPSB undergoes an electrocyclization/fragmentation cascade with the production of protonated Schiff base of β-ionone and toluene. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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