+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Photo-induced proton-coupled electron transfer and dissociation of isolated flavin adenine dinucleotide mono-anions



Photo-induced proton-coupled electron transfer and dissociation of isolated flavin adenine dinucleotide mono-anions



Physical Chemistry Chemical Physics 19(38): 25829-25833



The intrinsic optical absorption spectrum and photo-dissociation pathways of flavin adenine dinucleotide (FAD) mono-anions isolated in vacuo are probed using photo-induced dissociation (PID) action spectroscopy. The main photo-products are lumichrome and formylmethylflavin. Evidence is presented that the dissociation pathway leading to these products is non-statistical i.e. occurs during the excited state lifetime. This suggests that the stacking of the adenine and alloxazine chromophores, which enables ultra-fast quenching of the flavin excited state by photo-induced electron transfer in aqueous solution, is inhibited in vacuo. These results provide firm experimental confirmation that lumichrome formation from flavins proceeds via photo-induced, intra-molecular proton-coupled electron transfer.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 060091660

Download citation: RISBibTeXText

PMID: 28745349

DOI: 10.1039/c7cp04068g


Related references

Differences in proton-coupled electron-transfer reactions of flavin mononucleotide (FMN) and flavin adenine dinucleotide (FAD) between buffered and unbuffered aqueous solutions. Journal of Physical Chemistry. B 117(44): 13755-13766, 2013

Voltammetric simulations of multiple electron transfer/proton transfer coupled reactions: flavin adenine dinucleotide as a model system. Analytical Biochemistry 323(1): 114-121, 2003

Initial characterization of the primary photochemistry of AppA, a blue-light-using flavin adenine dinucleotide-domain containing transcriptional antirepressor protein from Rhodobacter sphaeroides: a key role for reversible intramolecular proton transfer from the flavin adenine dinucleotide chromophore to a conserved tyrosine?. Photochemistry and Photobiology 78(3): 290-297, 2003

Absorption and luminescence spectroscopy of mass-selected flavin adenine dinucleotide mono-anions. Journal of Chemical Physics 148(21): 214309, 2018

Selection of Microorganisms Producing Flavin-Adenine Dinucleotide from FMN and Adenine (AMP) and Production of Flavin-Adenine Dinucleotide by Sarcina lutea. Agricultural and Biological Chemistry 37(4): 849-856, 1973

Reduced nicotinamide adenine dinucleotide phosphate-sulfite reductase of enterobacteria. V. Studies with the Escherichia coli hemoflavoprotein depleted of flavin mononucleotide: distinct roles for the flavin adenine dinucleotide and flavin mononucleotide prosthetic groups in catalysis. Journal of Biological Chemistry 249(5): 1599-1609, 1974

Kinetic observation of rapid electron transfer between pyrimidine electron adducts and sensitizers of riboflavin, flavin adenine dinucleotide (FAD) and chloranil: a pulse radiolysis study. Radiation Physics and Chemistry 59(1): 61-66, 2000

Studies on the industrial production of flavin-adenine dinucleotide. 1. Preparation of mycelium of Eremothecium ashbyii as a rawmaterial containing flavin-adenine dinucleotide. J. Vitaminol., Japan. 6: 68-76, 1960

A computational comparison of electron transfer from reduced ferredoxin to flavin adenine dinucleotide and a gold electrode. Journal of Physical Chemistry. B 113(20): 7298-7307, 2009

Effect of administration of vitamin A, ascorbic acid and nicotinamide adenine dinucleotide + flavin adenine dinucleotide on severity of myocardial infarction induced by isoproterenol in rats. Indian Journal of Experimental Biology 23(9): 500-504, 1985

Comparison of Direct and Mediated Electron Transfer in Electrodes with Novel Fungal Flavin Adenine Dinucleotide Glucose Dehydrogenase. Analytical Sciences 34(7): 783-787, 2018

Inhibiting intramolecular electron transfer in flavin adenine dinucleotide by host-guest interaction: a fluorescence study. Journal of Physical Chemistry. B 114(8): 2617-2626, 2010

Studies on the industrial production of flavin-adenine dinucleotide. 2. Purification of flavin-adenine dinucleotide using ion-exchange resins. J. Vitaminol., Japan. 6: 77-85, 1960

Anthracene-based azo dyes for photo-induced proton-coupled electron transfer. Chemical Communications 55(42): 5874-5877, 2019

Negative electron transfer dissociation of deprotonated phosphopeptide anions: choice of radical cation reagent and competition between electron and proton transfer. Analytical Chemistry 82(7): 2873-2878, 2010