Ion mobility action spectroscopy of flavin dianions reveals deprotomer-dependent photochemistry

Physical Chemistry Chemical Physics : PCCP
James N BullMark H Stockett

Abstract

The intrinsic optical properties and photochemistry of flavin adenine dinucleotide (FAD) dianions are investigated using a combination of tandem ion mobility spectrometry and action spectroscopy. Two principal isomers are observed, the more stable form being deprotonated on the isoalloxazine group and a phosphate (N-3,PO4 deprotomer), and the other on the two phosphates (PO4,PO4 deprotomer). Ion mobility data and electronic action spectra suggest that photo-induced proton transfer occurs from the isoalloxazine group to a phosphate group, converting the PO4,PO4 deprotomer to the N-3,PO4 deprotomer. Comparisons of the isomer selective action spectra of FAD dianions and flavin monoanions with solution spectra and gas-phase photodissociation action spectra suggests that solvation shifts the electronic absorption of the deprotonated isoalloxazine group to higher energy. This is interpreted as evidence for significant charge transfer in the lowest optical transition of deprotonated isoalloxazine. Overall, this work demonstrates that the site of deprotonation of flavin anions strongly affects their electronic absorptions and photochemistry.

References

Nov 25, 1997·European Journal of Biochemistry·Y E BruggemanR Hilhorst
Jul 21, 1999·Proceedings of the National Academy of Sciences of the United States of America·J M ChristieW R Briggs
Feb 15, 2003·Journal of the American Society for Mass Spectrometry·Jennifer Gidden, Michael T Bowers
Jul 8, 1961·Biochimica Et Biophysica Acta·I F BAARDA, D E METZLER
Sep 10, 2004·Journal of the American Chemical Society·Radoslaw M KowalczykStefan Weber
Aug 19, 2005·Proceedings of the National Academy of Sciences of the United States of America·Astrid JungIlme Schlichting
Jul 11, 2006·Proceedings of the National Academy of Sciences of the United States of America·Magdalena GaudenJohn T M Kennis
Jan 18, 2007·Journal of Computational Chemistry·Yoong-Kee ChoeKichisuke Nishimoto
Jun 9, 2007·The American Journal of Clinical Nutrition·Jack R DaintyHilary J Powers
Oct 26, 2007·Current Opinion in Structural Biology·John T M Kennis, Marie-Louise Groot
Feb 27, 2008·The Journal of Chemical Physics·Laurent GuyonPhilippe Dugourd
Apr 25, 2008·The Journal of Physical Chemistry. a·Guifeng Li, Ksenija D Glusac
Sep 5, 2008·Journal of the American Chemical Society·Ya-Ting KaoDongping Zhong
Nov 8, 2008·Physical Chemistry Chemical Physics : PCCP·Jeng-Da Chai, Martin Head-Gordon
Feb 22, 2011·The Journal of Physical Chemistry. B·Maria MarchenaAbderrazzak Douhal
Mar 1, 2011·The Journal of Physical Chemistry. a·Kristian StøchkelSteen Brøndsted Nielsen
Sep 12, 2012·Angewandte Chemie·Jean Ann Wyer, Steen Brøndsted Nielsen
Feb 27, 2013·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Martin F Czar, Rebecca A Jockusch
Apr 25, 2013·Journal of the American Chemical Society·Jørgen HoumøllerSteen Brøndsted Nielsen
May 16, 2013·Physical Chemistry Chemical Physics : PCCP·B D AdamsonE J Bieske
May 31, 2014·The Journal of Physical Chemistry. a·Sara Øvad PedersenSteen Brøndsted Nielsen
Jun 5, 2014·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Judith LangerOtto Dopfer
Jun 24, 2014·Physical Chemistry Chemical Physics : PCCP·Jan R R VerletAdam S Chatterley
Sep 16, 2014·Analytical Chemistry·Juan Camilo Molano-ArevaloFrancisco Fernandez-Lima
Sep 18, 2014·Nature Chemical Biology·Karen S ConradBrian R Crane
Nov 13, 2014·The Journal of Physical Chemistry. B·Gopi KuppurajKei Yura
Dec 5, 2014·The Journal of Biological Chemistry·Anika HenseTilman Kottke
Dec 18, 2014·Plant & Cell Physiology·John M ChristieStuart Sullivan
Apr 16, 2015·Physical Chemistry Chemical Physics : PCCP·Mark H StockettSteen Brøndsted Nielsen
May 10, 2015·The Journal of Chemical Physics·M H Stockett, S Brøndsted Nielsen
Jun 3, 2015·Physical Chemistry Chemical Physics : PCCP·Peter B MarkworthEvan J Bieske
Aug 16, 2015·The Journal of Physical Chemistry Letters·N J A CoughlanE J Bieske
Oct 23, 2015·Physical Chemistry Chemical Physics : PCCP·Mark H Stockett, Steen Brøndsted Nielsen
Nov 18, 2015·Journal of Chemical Theory and Computation·Anikó UdvarhelyiTatiana Domratcheva
Sep 15, 2016·Nature·Dimitris PetroutsosJun Minagawa
Sep 17, 2016·The Journal of Chemical Physics·M H StockettS Brøndsted Nielsen
Dec 10, 2016·The Journal of Physical Chemistry. B·Christina KjærSteen Brøndsted Nielsen

❮ Previous
Next ❯

Citations

Nov 9, 2018·Physical Chemistry Chemical Physics : PCCP·Kasper LinckeMogens Brøndsted Nielsen
May 11, 2019·Physical Chemistry Chemical Physics : PCCP·James N BullJan R R Verlet
Aug 14, 2020·Physical Chemistry Chemical Physics : PCCP·David Müller, Otto Dopfer
Apr 9, 2021·The Journal of Physical Chemistry. a·David Müller, Otto Dopfer
Aug 4, 2021·The Journal of Chemical Physics·Linda GiacomozziMark H Stockett
Aug 16, 2021·Mass Spectrometry Reviews·František Tureček

❮ Previous
Next ❯

Methods Mentioned

BETA
PISA
photodepletion

Software Mentioned

MRCC
MOBCAL
Gaussian

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.