The water-assisted tautomerism of lumichrome (LC) in binary aqueous-organic solvent mixtures exhibits intriguing spectroscopic features. An especially striking and novel observation is the occurrence of an induction period or lag time for the evolution of the isoalloxazine form of LC from the excited alloxazine form. It is inferred that the observed lag time provides an overview of the changing H-bond network of the surrounding water molecules, at various compositions of the mixed solvent systems. The unique spectral changes for the water-assisted tautomerization of LC, along with the observed lag times, can offer exciting prospects for the use of LC as a promising site-specific probe, to examine complex aqueous microenvironments and active biological systems.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.jpcb.6b08777 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Micellar control over tautomerization and photo-induced electron transfer of Lumichrome in the presence of aliphatic and aromatic amines: a transient absorption study.
Methods Appl Fluoresc
March 2017
Chemical Sciences Division, Saha Institute of Nuclear Physics, 1/AF, Bidhannagar, Kolkata 700 064, India.
Lumichrome (Lc), a molecule consisting of a trinuclear alloxazine moiety is our present subject of interest. This molecule is subjected to tautomerization in the presence of pyridine, acetic acid, etc, through the formation of an eight-membered ring. In our present contribution, we have attempted to analyze the influence of the presence of an aliphatic amine, triethylamine (TEA) and an aromatic amine, N,N-dimethylaniline (DMA) in the double proton transfer step of the tautomerization as well as the photo-induced electron transfer (PET) from those amines to Lc.
View Article and Find Full Text PDFIntriguing Tautomerism of Lumichrome in Binary Aqueous Solvent Mixtures: Implications for Probing Microenvironments.
J Phys Chem B
November 2016
Radiation & Photochemistry Division, Bhabha Atomic Research Centre, Mumbai 400085, India.
The water-assisted tautomerism of lumichrome (LC) in binary aqueous-organic solvent mixtures exhibits intriguing spectroscopic features. An especially striking and novel observation is the occurrence of an induction period or lag time for the evolution of the isoalloxazine form of LC from the excited alloxazine form. It is inferred that the observed lag time provides an overview of the changing H-bond network of the surrounding water molecules, at various compositions of the mixed solvent systems.
View Article and Find Full Text PDFBiologically inspired pteridine redox centres for rechargeable batteries.
Nat Commun
October 2014
1] Department of Materials Science and Engineering, Research Institute of Advanced Materials (RIAM), Seoul National University, 1 Gwanak Road, Seoul 151-742, Republic of Korea [2] Center for Nanoparticle Research, Institute for Basic Science (IBS), Seoul National University, 1 Gwanak Road, Seoul 151-742, Republic of Korea.
The use of biologically occurring redox centres holds a great potential in designing sustainable energy storage systems. Yet, to become practically feasible, it is critical to explore optimization strategies of biological redox compounds, along with in-depth studies regarding their underlying energy storage mechanisms. Here we report a molecular simplification strategy to tailor the redox unit of pteridine derivatives, which are essential components of ubiquitous electron transfer proteins in nature.
View Article and Find Full Text PDFFluorescence solvatochromism in lumichrome and excited-state tautomerization: a combined experimental and DFT study.
J Phys Chem A
March 2011
Department of Chemistry, North-Eastern Hill University, Shillong, India.
Fluorescence solvatochromism of lumichrome (LC) was studied by steady-state and time-resolved fluorescence spectroscopy. The excited-state properties of LC do not show any correlation with solvent polarity, however, reasonably good correlation with solvent E(T)(30) parameter was observed. A quantitative estimation of contribution from different solvatochromic parameters, like solvent polarizability (π*), hydrogen bond donor (α), and hydrogen bond acceptor (β) ability of the solvent, was made using linear free energy relationship on the basis of Kamlet-Taft equation.
View Article and Find Full Text PDFAbsorption and emission spectroscopic characterization of lumichrome in aqueous solutions.
Photochem Photobiol
September 2011
Fakultät für Physik, Universität Regensburg, Regensburg, Germany.
The spectroscopic behavior of lumichrome (7,8-dimethyl-alloxazine, LC) in aqueous solutions in a pH range from -1.08 to 14.6 is studied.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!