A5068221925- Supramolecular Chemistry and Complexes
- Chemical Synthesis and Analysis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Molecular Sensors and Ion Detection
- Supramolecular Self-Assembly in Materials
- Crystallography and molecular interactions
- Lipid Membrane Structure and Behavior
- Synthesis and Properties of Aromatic Compounds
- Synthetic Organic Chemistry Methods
- Metal-Organic Frameworks: Synthesis and Applications
- Mass Spectrometry Techniques and Applications
- Nanopore and Nanochannel Transport Studies
- Click Chemistry and Applications
- Advanced NMR Techniques and Applications
- Neuroscience and Neuropharmacology Research
- DNA and Nucleic Acid Chemistry
- Antimicrobial Peptides and Activities
- Photoreceptor and optogenetics research
- Advanced biosensing and bioanalysis techniques
- Synthesis and Characterization of Heterocyclic Compounds
- Organoboron and organosilicon chemistry
- Ion channel regulation and function
- Dendrimers and Hyperbranched Polymers
- Nanoplatforms for cancer theranostics
Fudan University
2016-2025
Wuhan Business University
2022-2024
Collaborative Innovation Center of Chemistry for Energy Materials
2015-2019
Liaoning Shihua University
2015-2016
Second Affiliated Hospital of Xinjiang Medical University
2016
Xinjiang Medical University
2016
Zhejiang University
2012
Scripps Research Institute
2007-2009
University of Chicago
2009
Shanghai Institute of Organic Chemistry
2004-2008
Hydrazide-appended pillar[5]arene derivatives have been synthesized. X-ray crystal structure analysis and (1)H NMR studies revealed that the molecules adopt unique tubular conformations. Inserting into lipid membranes of vesicles leads to transport water through channels produced by single molecules, as supported dynamic light scattering cryo-SEM experiments. The exhibit activity at a very low channel ratio (0.027 mol %), permeability 8.6 × 10(-10) cm s(-1) is realized. In addition, like...
Lined up water molecules: Artificial transmembrane channels from pillar[5]arene monomeric and dimeric derivatives have been prepared. Single-channel conductance measurements isotopeeffect experiments under acidic conditions showed selective proton transport through the channels, which were mediated by wires formed in backbones (see picture).
Overcoming multidrug resistance is achieved by developing a novel drugdelivery-system paradigm based on azobenzene liposome and phosphatidylcholine-modified upconversion nanoparticle (UCNP) hybrid vesicles for controlled drug release using nearinfrared (NIR) laser. Upon 980 nm light irradiation, the reversible photoisomerization of derivatives simultaneous UV visible emitted from UCNPs makes it possible to realize NIR-triggered chemotherapeutic doxorubicin.
Peptide-appended pillar[n]arene (n = 5, 6) derivatives have been synthesized. 1H NMR and IR studies revealed that the molecules adopt a tubular conformation in solution lipid bilayer membranes. Kinetic measurements using fluorescent labeling method with vesicles these can efficiently mediate transport of amino acids across membranes at very low channel-to-lipid ratio (EC50 0.002 mol %). In several cases, chiral selectivity for acid enantiomers was achieved, which is one key functions natural...
Lipid bilayer membranes separate living cells from their environment. Membrane proteins are responsible for the processing of ion and molecular inputs exports, sensing stimuli signals across bilayers, which may operate in a channel or carrier mechanism. Inspired by these wide-ranging functions membrane proteins, chemists have made great efforts constructing synthetic mimics order to understand transport mechanisms, create materials separation, develop therapeutic agents. Since report an...
This paper describes the synthesis and characterization of first series hydrogen bonding-driven hydrazide foldamers their recognition for alkyl saccharides in chloroform. Oligomers 1, 2−4, 5, 6, 7, which contain one, two, four, six, or twelve repeated dibenzoyl residues, respectively, have been prepared. The rigid planar conformations 1 2 4 established with X-ray analysis 1H NMR spectroscopy, whereas folding helical 5−7 evidenced by 1D 2D IR spectroscopy molecular mechanics calculations....
Three pillar[n]arenes (n = 8–10) were synthesized. X-ray analysis demonstrated that, different from early reported small 5, 6), these larger macrocycles gave rise to two cavities. 1H NMR and MS experiments revealed that pillar[9]arene complexed one n-octyltrimethyl ammonium in chloroform, while pillar[10]arene could complex two.
A per-hydroxylated pillar[6]arene was prepared. Single-crystal X-ray analysis demonstrated that its molecules are arranged in an up-to-down manner to form infinite channels the solid state. Its host-guest complexation with a series of bispyridinium salts solution further investigated. It found could 1:1 complex paraquat acetone association constant 2.2 × 10(2) M(-1). This is [2]pseudorotaxane as shown by crystal structure, which first pillar[6]arene-based structure.
Hydrogen-bonded oligoamide foldamers represent a large family of peptide mimics. Pioneered by Gellman and Seebach (Appella, J. Am. Chem. Soc. 1996, 118, 13071−13072; Seebach, Helv. Chim. Acta 79, 913−941), aliphatic amino acid-based mimic structures have been extensively studied. Results these studies found many useful applications in areas including chemical biology drug design. This Account describes our efforts creating arylamide-based whose compact conformations are stabilized hydrogen...
Significance This study focuses on the design of highly permeable artificial water channels for use in membrane-based separation materials. A platform was developed systematic characterization single-channel conduction channels, which is based permeability measurement by stopped-flow light-scattering experiments and single-molecule counting fluorescence correlation spectroscopy. With this redesigned peptide-appended pillar[5]arene found to be similar that aquaporins, natural channel...
A pillar[5]arene decaamine has been synthesized and revealed to encapsulate linear diacids in neutral, alkaline, acidic conditions, driven by the hydrophobic electrostatic interactions, give rise pseudo[2]rotaxanes. Ion pair-bonded stoppers can further lock generate stable water soluble [2]rotaxanes.
Abstract Three new artificial transmembrane channel molecules have been designed and synthesized by attaching positively charged Arg‐incorporated tripeptide chains to pillar[5]arene. Fluorescent patch‐clamp experiments revealed that voltage can drive the insert into leave from a lipid bilayer thus switch on off transport of K + ions. One was found display antimicrobial activity toward Bacillus subtilis with half maximal inhibitory concentration (IC 50 ) 10 μ M which is comparable natural...
A new series of hydrogen-bonded helical aromatic hydrazide oligomers and polymer that bear phenylalanine tripeptide chains have been designed synthesized. It was revealed the structures could insert into lipid bilayers to form unimolecular channels. The longest oligomeric polymeric channels exhibited an NH4(+)/K(+) selectivity higher than natural gramicidin A, whereas transport a short channel for Tl(+) achieve efficiency as high A.
Abstract A series of tubular molecules with different lengths have been synthesized by attaching Trp‐incorporated peptides to the pillar[5]arene backbone. The are able insert into lipid bilayer form unimolecular transmembrane channels. One channels has revealed specifically Gram‐positive bacteria. In contrast, this channel cannot membranes mammalian rat erythrocytes even at high concentration 100 μ m . It was further demonstrated that, as a result membrane selectivity, exhibits efficient...
Abstract Nested concentric structures widely exist in nature and designed systems with circles, polygons, polyhedra, spheres sharing the same center or axis. It still remains challenging to construct discrete nested architecture at (supra)molecular level. Herein, three generations ( G2 − G4 ) of giant supramolecules, Kandinsky have been assembled molecular weight 17,964, 27,713 38,352 Da, respectively. In ligand preparation, consecutive condensation between precursors primary amines pyrylium...
Artificial aquaporins are synthetic molecules that mimic the structure and function of natural (AQPs) in cell membranes. The development artificial would provide an alternative strategy for treatment AQP-related diseases. In this report, aquaporin has been constructed from amino-terminated tubular molecule, which operates a unimolecular mechanism. channel can work membranes with high water permeability selectivity rivaling those AQPs. Importantly, restore wound healing cells contain function-lost
We report herein an efficient approach for the enantioselective synthesis of inherently chiral calix[4]arenes via palladium-catalyzed asymmetric intramolecular C–H arylations. Using a bifunctional phosphine-carboxylate ligand, inherent chirality on macrocyclic scaffolds was induced successfully, from which wide range with fluorenone motifs were obtained good yields and excellent enantioselectivities (up to >99% ee). The synthetic utility this method demonstrated by diverse transformations...
Intramolecular F⋅⋅⋅HN hydrogen bonds have been utilized for the first time to construct a new series of foldamers from aromatic amides (see picture; R1=H, Me; R2=CON(n-C8H17)2). Moreover, resulting crescent and helical architectures are good acceptors binding dialkylammonium ions. Supporting information this article is available on WWW under http://www.wiley-vch.de/contents/jc_2002/2005/z500982_s.pdf or author. Please note: The publisher not responsible content functionality any supporting...
This paper describes the self-assembly of a new class foldamer-based molecular tweezers, whose rigid folded conformations are stabilized by intramolecular hydrogen bonding. Two zinc porphyrin units introduced to ends tweezers Zn21 and Zn22, while three incorporated S-shaped bi-tweezers Zn33, which may be regarded as combination two molecules. Due preorganized U-shaped feature, Zn22 able strongly complex C60, C70, C60 derivative 25 in chloroform or toluene 1:1 binding stoichiometry, whereas...
A charge-reversal amphiphilic pillar[5]arene, P5NH-DCA, bearing 10 headgroups is reported. It targets the cell membrane of cancer cells and selectively destroys by disrupting membrane. In acidic tumor microenvironment, headgroup charge P5NH-DCA reversed from negative to positive owing hydrolysis acid-labile amide group. The hydrolyzed product multiple charges can bind then disrupt with high efficiency. However, under neutral microenvironment healthy cells, negatively charged remains stable...
We have prepared a crown ether triad containing acylhydrazone units. In solution, the can self-assemble linearly to form an organogel. UV light-induced E/Z isomerization of C[double bond, length as m-dash]N bond unit endows assembly with photo-sensitivity. The was able insert into lipid bilayer supramolecular transmembrane channel which showed transport selectivity for NH4+ over K+. exhibited photo-gating properties under microscopic and macroscopic conditions. could be reversibly switched...