Xiaosheng Yan

ORCID: 0000-0002-4207-9752
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Supramolecular Self-Assembly in Materials
  • Crystallography and molecular interactions
  • Chemical Synthesis and Analysis
  • Molecular Sensors and Ion Detection
  • Supramolecular Chemistry and Complexes
  • Metal-Organic Frameworks: Synthesis and Applications
  • Luminescence and Fluorescent Materials
  • Surface Chemistry and Catalysis
  • Analytical Chemistry and Chromatography
  • Nanocluster Synthesis and Applications
  • Synthesis and Properties of Aromatic Compounds
  • Photochromic and Fluorescence Chemistry
  • Origins and Evolution of Life
  • Photoreceptor and optogenetics research
  • Synthesis of heterocyclic compounds
  • Nitric Oxide and Endothelin Effects
  • Click Chemistry and Applications
  • Solar Thermal and Photovoltaic Systems
  • Carbohydrate Chemistry and Synthesis
  • Electrostatics and Colloid Interactions
  • Molecular spectroscopy and chirality
  • Pickering emulsions and particle stabilization
  • Nicotinic Acetylcholine Receptors Study

Xiamen University
2013-2024

Collaborative Innovation Center of Chemistry for Energy Materials
2013-2024

North China Electric Power University
2023

We report the first example of C-I···π halogen bonding driven supramolecular helix in highly dilute solution micromolar concentration, using alanine based bilateral I-substituted N-amidothioureas that contain helical fragments, β-turn structures. The interactions afford head-to-tail linkages help to propagate helicity fragments. In support this action bonding, chiral amplification was observed formed acetonitrile solution. present finding provides alternative tools design self-assembling...

10.1021/jacs.6b13171 article EN Journal of the American Chemical Society 2017-01-30

Abstract The natural DNA double helix consists of two strands nucleotides that are held together by multiple hydrogen bonds. Here we propose to build an artificial from fragments connected covalent linkages therein, but with halogen bonding as the driving force for self-assembling helix. We succeed in building such a both solution and solid state, using bilateral N -( p -iodobenzoyl)alanine based amidothiourea which its folded cis -form allows crossed C−I···S bonds lead right- or left-handed...

10.1038/s41467-019-11539-5 article EN cc-by Nature Communications 2019-08-09

The Ag<sup>+</sup> coordination polymers of a chiral thiol ligand containing an AIE fluorophore differ very much in their supramolecular structures compared to the aggregates itself. differences extent fluorescence enhancement are detailed for first time.

10.1039/c6cc08596b article EN cc-by-nc Chemical Communications 2016-11-30

Abstract The development of stimuli‐responsive artificial H + /Cl − ion channels, capable specifically disturbing the intracellular homeostasis cancer cells, presents an intriguing opportunity for achieving high selectivity in therapy. Herein, we describe a novel family non‐covalently stapled self‐assembled channels activatable by biocompatible visible light at 442 nm, which enables co‐transport across membrane with transport 6.0. Upon photoirradiation caged C4F‐L 10 min, 90 % efficiency can...

10.1002/anie.202314666 article EN Angewandte Chemie International Edition 2023-10-21

We propose to employ intramolecular chalcogen bonding make a helical building block take its otherwise unfavorable cis-conformation. The 2,5-thiophenediamide motif was taken bridge two β-turn structures lead an azapeptide that exists in cis-conformation and forms halogen-bonded single-strand helix exhibits much stronger supramolecular helicity higher thermal stability.

10.1039/d2cc01615j article EN Chemical Communications 2022-01-01

The alanine-based bilateral building block adopts a β-sheet organization in both the solid state and CH 3 CN solution, achieved via noncovalent interaction network composed of intramolecular chalcogen bonds intermolecular halogen/hydrogen bonds.

10.1039/d3cc05539f article EN cc-by-nc Chemical Communications 2024-01-01

Chiral recognition remains a major challenge in the area of molecular receptor design. With this research, we set out to explore use proline-based receptors for chiral recognition. Importantly, proline structure allows introduction at least two different binding groups due availability both an amine and carboxylic acid group. Here report proof-of-concept exploration into d/l-glucose as model species, which prefers bind boronic groups. We evaluated several incorporating phenylboronic groups,...

10.1021/acs.joc.8b02425 article EN The Journal of Organic Chemistry 2018-11-22

Abstract Spontaneous resolution leading to conglomerate crystals remains a significant challenge. Here we propose the formation of orthogonal homochiral supramolecular helices in at least two dimensions allow spontaneous resolution. We suggest design rationale that chiral species is made into helical building blocks helix formation. As proof‐of‐concept, acetylalanine was short azapeptide, its N ‐amidothiourea derivative containing β‐turn structure, which halogen atom further introduced...

10.1002/anie.202205914 article EN Angewandte Chemie International Edition 2022-05-31

Transforming the C-terminal amide of a glycinylphenylalanine dipeptide into N-amidothiourea affords β-turn structure in formed based N-amidothioureas, which can be readily identified by an induced CD signal from achiral phenylthiourea chromophore.

10.1039/c3cc44336a article EN Chemical Communications 2013-01-01

Building folded short peptides that are driven by the intramolecular hydrogen bonding in aqueous solutions remains challenging because of their highly competitive intermolecular hydrogen-bonding interactions with water solvent molecules would have favored extended conformations. Here, we show β-turn structures acyl amino acid-based N-amidothioureas, nonclassic azapeptides, solutions, as well solid-state and organic solvents, X-ray crystal structures, DFT calculations, 1D 2D NMR spectra,...

10.1021/acsomega.8b00041 article EN publisher-specific-oa ACS Omega 2018-05-01

Supramolecular <italic>M</italic>- and <italic>P</italic>-helices are formed <italic>via</italic> intermolecular S⋯S S⋯O chalcogen bonding of alanine-based azapeptides containing a β-turn structure equipped with thiophene group at the <italic>N</italic>- or <italic>C</italic>-terminus, respectively.

10.1039/d1ob01053k article EN Organic & Biomolecular Chemistry 2021-01-01

Macrocycles have been targets of extensive synthetic efforts for decades because their potent molecular recognition and self-assembly capabilities. Yet, efficient syntheses macrocyclic molecules via irreversible covalent bonds remain challenging. Here, we report an approach to large peptidomimetic macrocycles by using the in situ-generated β-turn structural motifs afforded amidothiourea moieties from early steps reaction 2 bilateral amino acid-based acylhydrazine with diisothiocyanate. Four...

10.1021/jacs.2c11684 article EN Journal of the American Chemical Society 2023-04-10

As determined by the homochirality of amino acid building units, protein secondary structures α-helix and β-sheet are single-handed chiral superstructures extending in one quasi-two dimensions, respectively. Synthetic molecular assemblies...

10.1039/d4nr02872d article EN Nanoscale 2024-01-01

The coordination polymers of Ag<sup>+</sup> with a β-turn containing chiral thiol ligand exhibit supramolecular chirality showing simultaneously the majority rules effect (MRE) and racemate (RRE).

10.1039/c9cc07590a article EN Chemical Communications 2019-01-01

We report a new scheme for chiral recognition using coordination polymers of Ag+ with thiol ligand that contains binding group. N-Benzoyl-l-cysteine ethyl ester equipped boronic acid group at the para position phenyl ring forms in alkaline aqueous solutions exhibit excellent selectivity toward d-glucose enantiomer over l-glucose, while from d-cysteine-based are specific l-glucose. It is assumed conformation change occurs upon interaction saccharide molecule polymeric chain receptor, which...

10.1021/acs.inorgchem.1c00104 article EN Inorganic Chemistry 2021-03-31

Bromination of β-turn structured bis(<italic>N</italic>-amidothiourea) facilitates the formation supramolecular helical polymers in water through halogen bonding and hydrophobic interaction, exhibiting an unusual negative nonlinear CD-ee dependence.

10.1039/d0cc08041a article EN Chemical Communications 2021-01-01

N-Amidothioureas generated from amine-dimethylated natural L-phenylalanine and its D-enantiomer bearing a chiral carbon that is by 2 atoms or 3 chemical bonds away the anion binding site establish communication upon acetate to thiourea moiety.

10.1039/c1cc14995d article EN Chemical Communications 2011-01-01

Herein, we report a conformation switching-based fluorescence sensing scheme using dipeptide-based amidothioureas (azapeptides) that contain folded β-turn structure. Amidothiourea is equipped at its two termini with an electron acceptor and donor or fluorophores, such it exhibits enhanced exciplex excimer emission because of the turn structure in which are brought into close proximity; on other hand, dramatic ratiometric response upon anion binding to thiourea moiety resultant extended complex.

10.1039/c7cc06915d article EN Chemical Communications 2017-01-01

Perfluorooctanoic acid when made into <italic>N</italic>-(perfluorooctanoyl)cysteine ethyl esters form instantly in EtOH helical nanofibers upon mixing with Ag<sup>+</sup>, a high thermostability and negative nonlinear CD-ee dependence the formed coordination polymers.

10.1039/d0cc05989g article EN Chemical Communications 2020-01-01

Diverse classes of anion transporters have been developed, most which focus on the transmembrane chloride transport due to its significance in living systems. Fluoride has, some extent, overlooked despite importance fluoride channels bacterial survival. Here, we report design and synthesis a cyclic azapeptide (a peptide-based N -amidothiourea, 1 ), as transporter for transportation through confined cavity that encapsulates fluoride, together with acyclic control compounds, analogs 2 3 ....

10.3389/fchem.2020.621323 article EN cc-by Frontiers in Chemistry 2021-01-12
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