Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

A Complex Comprising a Cyanine Dye Rotaxane and a Porphyrin Nanoring as a Model Light-Harvesting System.

ABSTRACT: A nanoring-rotaxane supramolecular assembly with a Cy7 cyanine dye (hexamethylindotricarbocyanine) threaded along the axis of the nanoring was synthesized as a model for the energy transfer between the light-harvesting complex LH1 and the reaction center in purple bacteria photosynthesis. The complex displays efficient energy transfer from the central cyanine dye to the surrounding zinc porphyrin nanoring. We present a theoretical model that reproduces the absorption spectrum of the nanoring and quantifies the excitonic coupling between the nanoring and the central dye, thereby explaining the efficient energy transfer and demonstrating similarity with structurally related natural light-harvesting systems.

SUBMITTER: Pruchyathamkorn J

PROVIDER: S-EPMC7540489 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

A Complex Comprising a Cyanine Dye Rotaxane and a Porphyrin Nanoring as a Model Light-Harvesting System.

Pruchyathamkorn Jiratheep J Kendrick William J WJ Frawley Andrew T AT Mattioni Andrea A Caycedo-Soler Felipe F Huelga Susana F SF Plenio Martin B MB Anderson Harry L HL

Angewandte Chemie (International ed. in English) 20200723 38

A nanoring-rotaxane supramolecular assembly with a Cy7 cyanine dye (hexamethylindotricarbocyanine) threaded along the axis of the nanoring was synthesized as a model for the energy transfer between the light-harvesting complex LH1 and the reaction center in purple bacteria photosynthesis. The complex displays efficient energy transfer from the central cyanine dye to the surrounding zinc porphyrin nanoring. We present a theoretical model that reproduces the absorption spectrum of the nanoring and ...[more]

PMID: 32558120

Similar Datasets

Site-Specific Labeling of Cyanine and Porphyrin Dye-Stabilized Nanoemulsions with Affibodies for Cellular Targeting.

Project description:Recently, it has been shown that amphiphilic dyes such as Indocyanine Green (ICG) and Protoporphyrin IX (PpIX) can solubilize hydrophobic colloids and/or drugs by driving the formation of stable nanoemulsions. These nanoemulsions are unique in that they can be composed entirely of functional and clinically used materials; however, they lack bio-orthogonal chemical handles for the facile attachment of targeting ligands. The ability to target nanoparticles is desirable because it can lead to improved specificity and reduced side effects. Here, we describe variants of ICG and PpIX with azide handles that can be readily incorporated into dye-stabilized nanoemulsions and facilitate the attachment of targeting ligands via click-chemistry in a simple, scalable, and reproducible reaction. As a model system, an anti-Her2 affibody was site-specifically attached to both ICG and PpIX-stabilized nanoemulsions with encapsulated superparamagnetic iron oxide nanoparticles.

| S-EPMC6465177 | biostudies-literature

On-Surface Synthesis within a Porphyrin Nanoring Template.

Project description:On-surface synthesis provides a route for the production of 1D and 2D covalently bonded polymeric structures. Such reactions are confined to the surface of a substrate and the catalytic properties of the substrate are often utilised to initiate the reaction. Recent studies have focused on the properties of various crystallographic planes of metallic substrates, as well as native surface features such as step-edges, in an effort to provide control over the pathway of the reaction and the resultant products. An alternative approach is to template the catalytic surface with a porous molecular overlayer; giving rise to well-defined surface regions within which an on-surface reaction may be confined. Here we present a methodology where macromolecular templates are used to confine an on-surface reaction. Cyclic porphyrin polymers, nanorings - consisting of 40 porphyrin units with internal diameter 13 nm, are used to form a template on a Au(111) surface, and an on-surface Ullmann-type coupling reaction is initiated within the nanoring template. The surface confined template and covalently coupled reaction products are investigated and characterised with scanning tunnelling microscopy.

| S-EPMC6597552 | biostudies-literature

Global Aromaticity and Antiaromaticity in Porphyrin Nanoring Anions.

Project description:Doping, through oxidation or reduction, is often used to modify the properties of π-conjugated oligomers. In most cases, the resulting charge distribution is difficult to determine. If the oligomer is cyclic and doping establishes global aromaticity or antiaromaticity, then it is certain that the charge is fully delocalized over the entire perimeter of the ring. Herein we show that reduction of a six-porphyrin nanoring using decamethylcobaltocene results in global aromaticity (in the 6- state; [90 π]) and antiaromaticity (in the 4- state; [88 π]), consistent with the Hückel rules. Aromaticity is assigned by NMR spectroscopy and density-functional theory calculations.

| S-EPMC6856819 | biostudies-literature

Artificial light-harvesting n-type porphyrin for panchromatic organic photovoltaic devices.

Project description:A near-infrared-harvesting n-type porphyrin-based acceptor for organic photovoltaics (OPVs) was developed. The n-type acceptor, PDI-PZn-PDI, was designed by connecting a zinc porphyrin (PZn) core to two perylenediimide (PDI) wings through ethyne bridges. A narrow bandgap of 1.27 eV was achieved through the extended π-conjugation and intramolecular charge transfer between the strongly electron-donating PZn core and the electron-accepting PDI wings. A bulk heterojunction (BHJ) structured photovoltaic device fabricated from PDI-PZn-PDI with PTB7-Th exhibited panchromatic photon-to-current conversion from 350 to 900 nm. A power conversion efficiency of 5.25% with a remarkably low Eloss of 0.54 eV was achieved by optimizing the nanomorphology of the BHJ films by adding pyridine and by controlling the ZnO/BHJ interfacial properties.

| S-EPMC5613227 | biostudies-literature

Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring.

Project description:The melamine·barbiturate H-bonded rosette motif is of comparable dimensions and symmetry to the cavity of a butadiyne-linked 6-porphyrin nanoring. Functionalisation of each of the barbiturate components and the pyrimidine components of a H-bonded rosette with a pyridine ligand leads to a self-assembled hexapyridine ligand, which binds cooperatively to the zinc porphyrin nanoring. UV-vis-NIR and 1H NMR experiments show that the 7-component assembly forms at concentrations at which neither the H-bonding interactions nor the zinc porphyrin-pyridine interactions are formed in the absence of one of the three components. The mean effective molarities of these rosette complexes are around 200 mM in chloroform at 298 K.

| S-EPMC8179033 | biostudies-literature

Constructive quantum interference in a bis-copper six-porphyrin nanoring.

Project description:The exchange interaction, J, between two spin centres is a convenient measure of through bond electronic communication. Here, we investigate quantum interference phenomena in a bis-copper six-porphyrin nanoring by electron paramagnetic resonance spectroscopy via measurement of the exchange coupling between the copper centres. Using an analytical expression accounting for both dipolar and exchange coupling to simulate the time traces obtained in a double electron electron resonance experiment, we demonstrate that J can be quantified to high precision even in the presence of significant through-space coupling. We show that the exchange coupling between two spin centres is increased by a factor of 4.5 in the ring structure with two parallel coupling paths as compared to an otherwise identical system with just one coupling path, which is a clear signature of constructive quantum interference.

| S-EPMC5364408 | biostudies-literature

Covalent Template-Directed Synthesis of a Spoked 18-Porphyrin Nanoring.

Project description:Rings of porphyrins mimic natural light-harvesting chlorophyll arrays and offer insights into electronic delocalization, providing a motivation for creating larger nanorings with closely spaced porphyrin units. Here, we demonstrate the first synthesis of a macrocycle consisting entirely of 5,15-linked porphyrins. This porphyrin octadecamer was constructed using a covalent six-armed template, made by cobalt-catalyzed cyclotrimerization of an H-shaped tolan with porphyrin trimer ends. The porphyrins around the circumference of the nanoring were linked together by intramolecular oxidative meso-meso coupling and partial β-β fusion, to give a nanoring consisting of six edge-fused zinc(II) porphyrin dimer units and six un-fused nickel(II) porphyrins. STM imaging on a gold surface confirms the size and shape of the spoked 18-porphyrin nanoring (calculated diameter: 4.7 nm).

| S-EPMC10947019 | biostudies-literature

Artificial light harvesting systems based on novel AIEgen-branched rotaxane dendrimers for photocatalyzed functionalization of C-H bonds.

Project description:Aiming at the construction of novel luminescent materials for practical use, a new type of AIEgen-branched rotaxane dendrimer with up to 42 TPE units precisely distributed with dendrimer skeletons was successfully synthesized. Attributed to such high-density topological arrangements of AIEgens, these novel rotaxane-branched dendrimers revealed interesting generation-dependent AIE behaviors. Moreover, taking advantage of the efficient Förster resonance energy transfer (FRET) process, novel artificial light-harvesting systems (LHSs) were successfully constructed by the employment of ESY as energy acceptors, which revealed significantly enhanced photocatalytic performances in the functionalization of C-H bonds along with an increase in dendrimer generation, thus indicating an impressive generation effect.

| S-EPMC11905990 | biostudies-literature

How Aromatic Are Molecular Nanorings? The Case of a Six-Porphyrin Nanoring*.

Project description:Large conjugated rings with persistent currents are novel promising structures in molecular-scale electronics. A six-porphyrin nanoring structure that allegedly sustained an aromatic ring current involving 78π electrons was recently synthesized. We provide here compelling evidence that this molecule is not aromatic, contrary to what was inferred from the analysis of 1 H-NMR data and computational calculations that suffer from large delocalization errors. The main reason behind the absence of an aromatic ring current in these nanorings is the low delocalization in the transition from the porphyrins to the bridging butadiyne linkers, which disrupts the overall conjugated circuit. These results highlight the importance of choosing a suitable computational method to study large conjugated molecules and the appropriate aromaticity descriptors to identify the part of the molecule responsible for the loss of aromaticity.

| S-EPMC8596448 | biostudies-literature

Energy Harvesting Under Dim-Light Condition With Dye-Sensitized and Perovskite Solar Cells.

Project description:We demonstrate highly efficient energy harvesting devices for dim-light application under 200 lux irradiation using dye-sensitized solar cells (DSCs) and perovskite solar cells (PSCs). The high-efficiency DSCs are composed of cobalt-based redox mediators in 3-methoxypropionitrile (MPN) solvent with MK-2 sensitizer. With the introduction of under layer treatment and fine-tuning of compositions in cobalt-based electrolyte, the power conversion efficiency of cobalt-based DSCs achieves 16.0% under 200 lux illumination. That outperforms the best device using the conventional iodine-based electrolyte illuminated with the same light intensity. Especially, cobalt-based electrolyte system exhibits a higher open circuit voltage than iodine-based electrolyte counterpart. We also investigate perovskite solar cells under dim-light condition. PSCs show higher open circuit voltage and short circuit current density than DSCs with efficiency up to 23.4%. In this work, our results demonstrate the promising potential of DSCs and PSCs in the dim-light applications.

| S-EPMC6465951 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data