Synthetic Channel Specifically Inserts into the Lipid Bilayer of Gram‐Positive Bacteria but not that of Mammalian Erythrocytes

Zhang, Min; Zhu, Pingping; Xin, Pengyang; Wen, Shi Wu; Li, Zhan‐Ting; Hou, Jun‐Li

doi:10.1002/anie.201612093

Cited by 101 publications

(44 citation statements)

References 46 publications

(13 reference statements)

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“…The membrane activity of the compounds was first investigated by conductance measurements on a planar lipid bilayer composed of the mixture of 1,2-dipalmitoyl-sn-glycero-3-phosphatidylglycerol (DPPG) and 1,2-dipalmitoyl-sn-glycero-3-phosphatidylethanolamine (DPPE) (9:1, molar ratio) 50 , the two most abundant phospholipids in bacterial membranes. In the presence of supramolecules, the currents across the bilayers at −100 mV potential showed square ion-conductance signals for all G2−G4 (Fig.…”

Section: Resultsmentioning

confidence: 99%

Supramolecular Kandinsky circles with high antibacterial activity

et al. 2018

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Nested concentric structures widely exist in nature and designed systems with circles, polygons, polyhedra, and 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 nested supramolecules, or Kandinsky circles, have been designed and assembled with molecular weight 17,964, 27,713 and 38,352 Da, respectively. In the ligand preparation, consecutive condensation between precursors with primary amines and pyrylium salts is applied to modularize the synthesis. These discrete nested supramolecules are prone to assemble into tubular nanostructures through hierarchical self-assembly. Furthermore, nested supramolecules display high antimicrobial activity against Gram-positive pathogen methicillin-resistant Staphylococcus aureus (MRSA), and negligible toxicity to eukaryotic cells, while the corresponding ligands do not show potent antimicrobial activity.

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Section: Resultsmentioning

confidence: 99%

Supramolecular Kandinsky circles with high antibacterial activity

et al. 2018

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“…Other pillar[5]arenes with polypeptide substituents were found to have interesting biomimetic activity. The insertion of pillar[5]arenes with tripeptide substituents incorporating a single D ‐ or L ‐Arg could be controlled by the voltage applied to EYPC‐LUVs containing NaCl or KCl and pillar[5]arenes incorporating L ‐Trp had antimicrobial activity against Gram‐positive bacteria Staphylococcus epidermidis but not against Gram‐negative Escherichia coli or rat erythrocytes …”

Section: Biomimetic Pillar[n]arenesmentioning

confidence: 99%

Pillar[n]arenes at the Chemistry‐Biology Interface

Cragg

2018

Israel Journal of Chemistry

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Macrocyclic chemistry has provided chemists with a wealth of molecular 'hosts'. Ever since resurgence in the field during the 1970s and 1980s these hosts' similarities to natural structures, such the active sites of enzymes, have been noted. Latterly there has been great interest in the recently reported pillar[n]arenes. As if to underline the importance of these compounds, exciting applications are starting to emerge, from electrochemical sensors to antimicrobial agents. Novel uses appear destined to have an impact on clinical conditions from Alzheimer's disease to cancer treatment. In order to demonstrate the impact of pillar[n]arenes across the chemistry-biology interface this review will cover the current state of the art from biomimicry and analyte-specific detection to emerging clinical applications. Examples include pillar[n]arene-based ion channels, enzyme-responsive compounds, imaging agents, biofilm inhibiting derivatives, drug complexing and drug releasing systems.

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“…Functionalized PAs have been explored inter alia as solubilisers, gelating agents, proton conductors, photosensitizers, biofilm controllers, sorbents, and sensors . More complex structures and materials made of functionalized PAs have been exploited in targeted drug delivery, OLED devices, transmembrane channels, storage of electric energy and so on. Surprisingly, very little is known about the use of functionalized PAs as catalysts .…”

Section: Introductionmentioning

confidence: 99%

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

2020

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Pillar[n]arenes constitute the most recognizable macrocyclic compounds discovered recently. So far, research has been focused on their binding properties, while the catalytic properties were poorly explored. Herein we present the study of the binding as well as the catalytic properties of pillar[5]-and pillar [6]arenes functionalized with carboxylic groups in water. We show that electrostatic stabilization is not the main driving force during the binding, however, it is crucial for catalysis. The macrocycles promote the hydrolysis of a wide variety of hydrazones, and their catalytic activity, in essence, is determined by the barrier of the passage of the substrate through the macrocyclic cavity. This opens up new perspectives for these macrocycles that could make a strong competition to traditional supramolecular catalysts such as cyclodextrins or cucurbiturils.

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Synthetic Channel Specifically Inserts into the Lipid Bilayer of Gram‐Positive Bacteria but not that of Mammalian Erythrocytes

Cited by 101 publications

References 46 publications

Supramolecular Kandinsky circles with high antibacterial activity

Supramolecular Kandinsky circles with high antibacterial activity

Pillar[n]arenes at the Chemistry‐Biology Interface

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

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