Browse
Submit Data
Databases
API
Help

Dataset Information

22 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Fluorescence Enhancement by Calixarene Supramolecular Aggregate.

ABSTRACT: We herein constructed supramolecular assemblies from guanidinocalixarenes and sulfonatocalixarenes by exploiting multiple salt bridge interactions. They encapsulate six different kinds of fluorescent dyes (both cationic and anionic), leading to a fluorescence enhancement that could not be achieved by either single calixarene. As such, this study advances the research on high-performance fluorophores.

SUBMITTER: Hu XY

PROVIDER: S-EPMC7764848 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Fluorescence Enhancement by Calixarene Supramolecular Aggregate.

Hu Xin-Yue XY Wang Yu-Ying YY Li Hua-Bin HB Guo Dong-Sheng DS

Molecules (Basel, Switzerland) 20201214 24

We herein constructed supramolecular assemblies from guanidinocalixarenes and sulfonatocalixarenes by exploiting multiple salt bridge interactions. They encapsulate six different kinds of fluorescent dyes (both cationic and anionic), leading to a fluorescence enhancement that could not be achieved by either single calixarene. As such, this study advances the research on high-performance fluorophores. ...[more]

PMID: 33327371

Similar Datasets

Cucurbituril-based supramolecular host-guest complexes: single-crystal structures and dual-state fluorescence enhancement.

Project description:Two supramolecular complexes were prepared using cucurbiturils [CBs] as mediators and a four-armed p-xylene derivative (M1) as a guest molecule. The single crystals of these two complexes were obtained and successfully analyzed by single-crystal X-ray diffraction (SCXRD). An unexpected and intriguing 1 : 2 self-assembly arrangement between M1 and CB[8] was notably uncovered, marking its first observation. These host-guest complexes exhibit distinctive photophysical properties, especially emission behaviors. Invaluable insights can be derived from these single-crystal structures. The precious single-crystal structures provide both precise structural information regarding the supramolecular complexes and a deeper understanding of the intricate mechanisms governing their photophysical properties.

| S-EPMC10762720 | biostudies-literature

Calixazulenes: azulene-based calixarene analogues - an overview and recent supramolecular complexation studies.

Project description:Some of the least studied calixarenes are those that consist of azulene rings bridged by -CH2- groups. Since Lash and Colby's discovery of a simple and convenient method for producing the parent all-hydrocarbon calix[4]azulene, there have been two other all-hydrocarbon calix[4]azulenes which have been synthesized in good yields by their method. This allowed studying their supramolecular properties. This report is of our latest work on the solution-state supramolecular complexation of one of these calix[4]azulenes, namely tetrakis(5,7-diphenyl)calix[4]azulene or "OPC4A", with several electron-deficient tetraalkyammonium salts. As a result of more recent methods developed by us and others employing Suzuki-Miyaura cross-coupling reactions to produce additional functionalized azulenes, the promise of further greater functionalized calixazulenes lies in store to be investigated.

| S-EPMC6178307 | biostudies-literature

Azocalix[4]arene-Rhodamine Supramolecular Hypoxia-Sensitive Systems: A Search for the Best Calixarene Hosts and Rhodamine Guests.

Project description:A potential hypoxia-sensitive system host-guest complex of three calixarenes (including two with four anionic carboxyl and sulphonate azo fragments on the upper rim and a newly synthesized bis-azo adduct of calixarene in the cone configuration with azo fragments on the lower rim with the most widespread cationic and zwitterionic rhodamine dyes (123, 6G and B)) was studied using UV-VIS spectrometry and fluorescence as well as 1D and 2D NMR techniques. It was found that all three calixarenes form a complex with rhodamine dyes with a 1:1 composition. The association constants of calixarene-dye complexes with sulfonate calixarenes, especially in the case of tetra-anionic calixarene, turned out to be higher compared with carboxyl calixarene due to the more intense electrostatic interactions. For the first time using an HRESI MS technique, it was shown that the treatment of rhodamine 6G and 123 with sodium dithionite (SDT) produces a non-fluorescent leuco form of the dye, and only rhodamine B can be used with SDT without the occurrence of a side reduction. Moreover, it was identified that in addition to the reduction in the azo groups, SDT causes partial cleavage of the aryl ether bonds. The found features of SDT should be taken into account when SDT is used as an azoreductase mimic.

| S-EPMC8469542 | biostudies-literature

Radioactivity-synchronized fluorescence enhancement using a radionuclide fluorescence-quenched dye.

Project description:We demonstrate the first evidence of radioactivity-synchronized fluorescence quenching of a near-infrared light-emitting dye by a radionuclide, (64)Cu, and subsequent fluorescence enhancement upon (64)Cu decay to the daughter isotopes (64)Ni and (64)Zn. The dynamic switch from high radioactivity and low fluorescence to low radioactivity and high fluorescence is potentially useful for developing complementary multimodal imaging and detection platforms for chemical, environmental, and biomedical applications as well as for unraveling the mechanisms of metal-induced dynamic fluorescence changes.

| S-EPMC2715832 | biostudies-literature

Unveiling electron transfer in a supramolecular aggregate for adaptive and autonomous photochromic response.

Project description:Interactive and responsive materials are dynamic molecular systems that are capable of modulating their behavior and adapting to environment autonomously. Photochromic materials are among the fascinating class of dynamic responsive systems and widely used in molecular switches and optoelectronic devices. However, the phototriggered color changing largely relies on the conformation transformation of the photochromic motif, which significantly limited their usage in organic liquid solutions. Herein, we demonstrate a photochromic organic supramolecular system by using electron-rich N,N-dimethylacetamide (DMA) and electron-deficient naphthalenediimide (NDI) as a donor and acceptor, respectively. In the binary system, the photo-induced electron transfer through lone pair···π interactions pathway leads to dynamic photochromic response not only in the solution but also in the crystalline aggregated state. Furthermore, by incorporating the supramolecules in the polymer matrix, the transparent polymeric film also exhibits rapid photochromic response, which makes it a promisingly interactive and adaptive photochromic material.

| S-EPMC8379699 | biostudies-literature

Fluorescence enhancement of quinolines by protonation.

Project description:A study of the fluorescence enhancement of isoquinoline, acridine (benzo[b]quinoline) and benzo[h]quinoline is reported with six organic acids of different pK a values. Protonation was found to be an effective tool in the fluorescence enhancement of quinolines. A significant increase in the fluorescence intensity is observed only when strong acids are used, resulting in an over 50-fold increase in fluorescence with trifluoroacetic or benzenesulfonic acid and isoquinoline in a 1.5 : 1 ratio. The benzenesulfonic acid was found to be the most effective in the protonation of the bases despite its higher pK a value compared to trifluoro- and trichloroacetic acid. The X-ray crystal structures of 14 salts reveal the charge-assisted hydrogen bond O⋯N distances to vary very little, from 2.560(2)-2.714(3) Å, with the exception of the isoquinolinium benzenesulfonate where the O⋯N distance of 2.862(7) Å is caused by additional intermolecular interactions in the solid-state.

| S-EPMC9055970 | biostudies-literature

High-Efficiency Fluorescence through Bioinspired Supramolecular Self-Assembly.

Project description:Peptide self-assembly has attracted extensive interest in the field of eco-friendly optoelectronics and bioimaging due to its inherent biocompatibility, intrinsic fluorescence, and flexible modulation. However, the practical application of such materials was hindered by the relatively low quantum yield of such assemblies. Here, inspired by the molecular structure of BFPms1, we explored the "self-assembly locking strategy" to design and manipulate the assembly of metal-stabilized cyclic(l-histidine-d-histidine) into peptide material with the high-fluorescence efficiency. We used this bioorganic material as an emissive layer in photo- and electroluminescent prototypes, demonstrating the feasibility of utilizing self-assembling peptides to fabricate a biointegrated microchip that incorporates eco-friendly and tailored optoelectronic properties. We further employed a "self-encapsulation" strategy for constructing an advanced nanocarrier with integrated in situ monitoring. The strategy of the supramolecular capture of functional components exemplifies the use of bioinspired organic chemistry to provide frontiers of smart materials, potentially allowing a better interface between sustainable optoelectronics and biomedical applications.

| S-EPMC7098056 | biostudies-literature

Ultrasensitive and specific fluorescence detection of a cancer biomarker via nanomolar binding to a guanidinium-modified calixarene.

Project description:We designed a water-soluble guanidinium-modified calix[5]arene to target lysophosphatidic acid (LPA), an ideal biomarker for early diagnosis of ovarian and other gynecologic cancers, achieving binding on the nanomolar level. An indicator displacement assay, coupled with differential sensing, enabled ultrasensitive and specific detection of LPA. Moreover, we show that using a calibration line, the LPA concentration in untreated serum can be quantified in the biologically relevant low ?M range with a detection limit of 1.7 ?M. The reported approach is feasible for diagnosing ovarian and other gynecologic cancers, particularly at their early stages.

| S-EPMC5892409 | biostudies-literature

Phosphorescent acyclic cucurbituril solid supramolecular multicolour delayed fluorescence behaviour.

Project description:Organic photoluminescent macrocyclic hosts have been widely advanced in many fields. Phosphorescent hosts with the ability to bind organic guests have rarely been reported. Herein, acyclic cucurbituril modified with four carboxylic acids (ACB-COOH) is mined to present uncommon purely organic room-temperature phosphorescence (RTP) at 510 nm with a lifetime of 1.86 μs. Its RTP properties are significantly promoted with an extended lifetime up to 2.12 s and considerable quantum yield of 6.29% after assembly with a polyvinyl alcohol (PVA) matrix. By virtue of the intrinsic self-crimping configuration of ACB-COOH, organic guests, including fluorescence dyes (Rhodamine B (RhB) and Pyronin Y (PyY)) and a drug molecule (morphine (Mor)), could be fully encapsulated by ACB-COOH to attain energy transfer involving phosphorescent acyclic cucurbituril. Ultimately, as-prepared systems are successfully exploited to establish multicolor afterglow materials and visible sensing of morphine. As an expansion of phosphorescent acyclic cucurbituril, the host afterglow color can be readily regulated by attaching different aromatic sidewalls. This study develops the fabrication strategies and application scope of a supramolecular phosphorescent host and opens up a new direction for the manufacture of intelligent long-lived luminescent materials.

| S-EPMC10988582 | biostudies-literature

Proton-Gradient-Driven Sensitivity Enhancement of Liposome-Encapsulated Supramolecular Chemosensors.

Project description:An overarching challenge in the development of supramolecular sensor systems is to enhance their sensitivity, which commonly involves the synthesis of refined receptors with increased affinity to the analyte. We show that a dramatic sensitivity increase by 1-2 orders of magnitude can be achieved by encapsulating supramolecular chemosensors inside liposomes and exposing them to a pH gradient across the lipid bilayer membrane. This causes an imbalance of the influx and efflux rates of basic and acidic analytes leading to a significantly increased concentration of the analyte in the liposome interior. The utility of our liposome-enhanced sensors was demonstrated with various host-dye reporter pairs and sensing mechanisms, and we could easily increase the sensitivity towards multiple biologically relevant analytes, including the neurotransmitters serotonin and tryptamine.

| S-EPMC9543936 | 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