PMID- 26276331
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20150819
LR  - 20150815
IS  - 1948-7185 (Electronic)
IS  - 1948-7185 (Linking)
VI  - 5
IP  - 18
DP  - 2014 Sep 18
TI  - Ion Mobility Unlocks the Photofragmentation Mechanism of Retinal Protonated 
      Schiff Base.
PG  - 3195-9
LID - 10.1021/jz501407n [doi]
AB  - 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 
      beta-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 beta-ionone and toluene.
FAU - Coughlan, N J A
AU  - Coughlan NJ
AD  - School of Chemistry, The University of Melbourne, Melbourne, Victoria, Australia 
      3010.
FAU - Adamson, B D
AU  - Adamson BD
AD  - School of Chemistry, The University of Melbourne, Melbourne, Victoria, Australia 
      3010.
FAU - Catani, K J
AU  - Catani KJ
AD  - School of Chemistry, The University of Melbourne, Melbourne, Victoria, Australia 
      3010.
FAU - Wille, U
AU  - Wille U
AD  - School of Chemistry, The University of Melbourne, Melbourne, Victoria, Australia 
      3010.
FAU - Bieske, E J
AU  - Bieske EJ
AD  - School of Chemistry, The University of Melbourne, Melbourne, Victoria, Australia 
      3010.
LA  - eng
PT  - Journal Article
DEP - 20140904
PL  - United States
TA  - J Phys Chem Lett
JT  - The journal of physical chemistry letters
JID - 101526034
OTO - NOTNLM
OT  - electrocyclization
OT  - ion mobility
OT  - mass spectrometry
OT  - photodissociation
OT  - retinal
EDAT- 2015/08/16 06:00
MHDA- 2015/08/16 06:01
CRDT- 2015/08/16 06:00
PHST- 2015/08/16 06:00 [entrez]
PHST- 2015/08/16 06:00 [pubmed]
PHST- 2015/08/16 06:01 [medline]
AID - 10.1021/jz501407n [doi]
PST - ppublish
SO  - J Phys Chem Lett. 2014 Sep 18;5(18):3195-9. doi: 10.1021/jz501407n. Epub 2014 Sep 
      4.