Photo and Collision Induced Isomerization of a Cyclic Retinal Derivative: An Ion Mobility Study

被引:11
作者
Coughlan, Neville J. A. [1 ]
Scholz, Michael S. [1 ]
Hansen, Christopher S. [2 ]
Trevitt, Adam J. [2 ]
Adamson, Brian D. [1 ]
Bieske, Evan J. [1 ]
机构
[1] Univ Melbourne, Sch Chem, Melbourne, Vic, Australia
[2] Univ Wollongong, Sch Chem, Wollongong, NSW, Australia
基金
澳大利亚研究理事会;
关键词
Retinal; Ion mobility; Photoisomerization; Ion spectroscopy; Collision induced isomerization; MASS-SPECTROMETRY; ELECTROCYCLIZATION; MOLECULES;
D O I
10.1007/s13361-016-1427-8
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A cationic degradation product, formed in solution from retinal Schiff base (RSB), is examined in the gas phase using ion mobility spectrometry, photoisomerization action spectroscopy, and collision induced dissociation (CID). The degradation product is found to be N-n-butyl-2-(beta-ionylidene)-4-methylpyridinium (BIP) produced through 6 pi electrocyclization of RSB followed by protonation and loss of dihydrogen. Ion mobility measurements show that BIP exists as trans and cis isomers that can be interconverted through buffer gas collisions and by exposure to light, with a maximum response at lambda = 420 nm. Graphical Abstract.
引用
收藏
页码:1483 / 1490
页数:8
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