Action and Ion Mobility Spectroscopy of a Shortened Retinal Derivative

Musbat, Lihi; Assis, Shirrel; Dilger, Jonathan M.; El‐Baba, Tarick J.; Fuller, Daniel R.; Langeland, Jeppe; Kiefer, Hjalte V.; Hirshfeld, Amiram; Friedman, Noga; Andersen, Lars H.; Sheves, Mordechai; Clemmer, David E.; Toker, Yoni

doi:10.1007/s13361-018-2033-8

Cited by 5 publications

(5 citation statements)

References 30 publications

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“…We expect that in the near future, advances in IMS resolution through techniques such as structures for losseless ion manipulation (SLIM) and trapped ion mobility spectrometry (TIMS) may improve our understanding of RPSB isomerization. A way forward may be to study simpler RPSB derivatives [31,48]. The RPSB studies exemplify the importance of using IMS as a structure selection stage in action-spectroscopy experiments, which we believe will become more and more common in the future.…”

Section: Discussionmentioning

confidence: 93%

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Gas-phase studies of the retinal protonated Schiff base chromophore

Toker

Andersen

2021

Eur. Phys. J. D

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Gas-phase studies of the retinal protonated Schiff base chromophore are reviewed. The use of action spectroscopy has solidified the understanding of the spectral-tuning mechanisms of this important chromophore. Ion-mobility spectrometry and gas phase femtosecond pump-probe spectroscopy studies indicate that several of the remarkable photo-isomerization properties of the chromophore such as its specificity and ultrafast nature are intrinsic properties of the chromophore. With a firm understanding of the properties of the isolated retinal chromophore in terms of spectroscopy and dynamics, the influence of the protein is becoming better understood.

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Section: Discussionmentioning

confidence: 93%

“…One consequence of the FEMO model is that the longer the polyene chain is, the more red-shifted the absorption of the chromophore is expected to be. Indeed, studies of shortened RPSB derivatives show that their spectra are blue-shifted [31], and that the shifts can be roughly explained by FEMO [32].…”

Section: Spectral Tuning Of the Rpsbmentioning

confidence: 99%

Gas-phase studies of the retinal protonated Schiff base chromophore

Toker

Andersen

2021

Eur. Phys. J. D

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“…In contrast, neutral photofragments of keV kinetic energies formed along the straight path of the ring pass the gate and are detected in a side arm. This instrument has been used for ion spectroscopy studies of several polyatomic ions, such as protonated quinolones (Klaerke et al, 2011), flavins (Lincke et al, 2018), and retinal derivatives (Musbat et al, 2018).…”

Section: Instrumentationmentioning

confidence: 99%

UV‐vis spectroscopy of gas‐phase ions

Tureček

2021

Mass Spectrometry Reviews

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Photodissociation action spectroscopy has made a great progress in expanding investigations of gas‐phase ion structures. This review deals with aspects of gas‐phase ion electronic excitations that result in wavelength‐dependent dissociation and light emission via fluorescence, chiefly covering the ultraviolet and visible regions of the spectrum. The principles are briefly outlined and a few examples of instrumentation are presented. The main thrust of the review is to collect and selectively present applications of UV‐vis action spectroscopy to studies of stable gas‐phase ion structures and combinations of spectroscopy with ion mobility, collision‐induced dissociation, and ion–ion reactions leading to the generation of reactive intermediates and electronic energy transfer.

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“…Over the last two decades, ion mobility spectrometry (IMS) has emerged as a powerful analytical technique for isomeric separation, and identification as well as structural characterization of ions in the gas phase. − In this method, molecular ions of different sizes and shapes are separated according to their collision cross-section (CCS) values as the ions are allowed to propel through a neutral buffer gas under an external electric field. − In the present work, isomeric distribution of the dye molecule (DCM) has been analyzed by an integrated method of LC and IMS whereby MS has been utilized as the detection probe. In a number of recent studies, the HPLC method has been used for separation of cis / trans isomers of different compounds such as diacylglycerol, glycerophosphocholine, phospholipids, dicaffeoylquinic acid, etc., where either MS or ion mobility mass spectrometry (IMMS) was used as the detection probe. − Since the inception, it has been realized that IMS works the best when integrated with other analytical techniques such as gas chromatography (GC), liquid chromatography (LC), and mass spectrometry (MS). − Such integration is technically feasible because the analytical time scale of IMS (tens of milliseconds) is well spaced between the time scale of LC (thousands of seconds) and MS (μs).…”

Section: Introductionmentioning

confidence: 99%

Isomers and Rotamers of DCM in Methanol and in Gas Phase Probed by Ion Mobility Mass Spectrometry in Combination with High Performance Liquid Chromatography

2020

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An integrated method of ion mobility mass spectrometry and high-performance liquid chromatography (HPLC) has been used to investigate the isomeric distribution of a popular fluorescent dye DCM (4-(dicyanomethylene)-2methyl-6-(4-dimethylaminostyryl)-4H-pyran) in methanol solution. Chromatographic separation of DCM isomers in methanol has been performed by probing the molecular mass (DCMH + ), and two distinctly separated peaks are observed at retention times 3.73 (peak-I) and 3.87 (peak-II) min, where the latter one appears nearly twice as intense as the former. However, peak-I appears much weaker compared to peak-II if the chromatogram is recorded by optical probing at the absorption maximum of this dye (467 nm). The ion mobility (IM) spectra of DCMH + ions corresponding to each of the LC-separated factions show three common peaks A, B, and C, with collision cross-section (CCS) values of 174, 185, and 197 Å 2 , respectively, but their relative intensities in the two IM spectra appear in opposite sequences. The three IM peaks have been assigned by considering the theoretically calculated CCS values of 13 possible isomers of DCMH + ions. The IM spectral features also reveal that isomeric interconversions occur during the ESI process. Electronic structure calculations have been used to optimize the geometries of the four isomers of solvated DCM and the corresponding protomeric structures of DCMH + . The isomerization pathways and associated energy barriers have also been calculated. The gas-phase protomers are found to follow a completely different sequence of stability as compared to the neutral isomers. The analysis reveals that peak-I corresponds to one of the cis isomers, whereas peak-II arises due to cumulative contributions of the other three isomers. The absorption spectrum of DCM in methanol is simulated from the computed spectral profiles of the isomers which indicates a distribution of trans1, trans2, cis1, and cis2 isomers as 33.5, 61.5, 2.0, and 3.0%, respectively. The fragmentation behavior of DCMH + ions in a collision-induced dissociation experiment has been found to be isomer dependent.

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Action and Ion Mobility Spectroscopy of a Shortened Retinal Derivative

Cited by 5 publications

References 30 publications

Gas-phase studies of the retinal protonated Schiff base chromophore

Gas-phase studies of the retinal protonated Schiff base chromophore

UV‐vis spectroscopy of gas‐phase ions

Isomers and Rotamers of DCM in Methanol and in Gas Phase Probed by Ion Mobility Mass Spectrometry in Combination with High Performance Liquid Chromatography

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