Polymorphism control of an active pharmaceutical ingredient beneath calixarene-based Langmuir monolayers.

This communication demonstrates the possibility to nucleate and grow different crystalline polymorphic forms of gabapentin (GBP) using, as nucleation templates, Langmuir monolayers of an amphiphilic calixarene at different packing densities.

A Biocatalytic Nanomaterial for the Label-Free Detection of Virus-Like Particles

International audience; The design of nanomaterials that are capable of specific and sensitive biomolecular recognition is an on-going challenge in the chemical and biochemical sciences. A number of sophisticated artificial systems have been designed to specifically recognize a variety of targets. However, methods based on natural biomolecular detection systems using antibodies are often superior. Besides greater affinity and selectivity, antibodies can be easily coupled to enzymatic systems that act as signal amplifiers, thus permitting impressively low detection limits. The possibility to translate this concept to artificial recognition systems remains limited due to design incompatibilit…

Synergistic Activity of Silver Nanoparticles and Polyaminocyclodextrins in Nanosponge Architectures

Four new composite materials, formed by silver nanoparticles embedded in polyamino-cyclodextrin nanosponge architectures, were designed exploiting the affinity of polyamino-cyclodextrins towards Ag+ ions. These materials were characterized by means of different techniques (thermogravimetry, FT-IR, solid state NMR, SEM, HR-TEM), and tested as catalysts for the reduction of nitroarenes and the oxidative coupling of anilines. The results obtained showed synergistic activity between the supramolecular binding abilities of the nanosponge matrix and the catalytic properties of the metal nanoparticle, and open the way towards the design of new composite smart nanomaterials with improved catalytic …

Resorcinarene bis-crown silver complexes and their application as antibacterial Langmuir-Blodgett films

Silver complexes of a cation binding supramolecular host, resorcinarene bis-crown (CNBC5) with propyl, nonyl, decyl and undecyl alkyl chains were investigated by NMR titration, picrate extraction and single crystal X-ray diffraction. Binding studies showed that both 1 : 1 and 1 : 2 (host-Ag(+)) complexes are present in solution with only a slight effect of the lower rim alkyl chain length on the binding constants (log K 4.0-4.2 for 1 : 2 complexes). Solid state complexes of the resorcinarene bis-crowns bearing either C(3) or C(11) chains were obtained. Single crystal X-ray analyses showed that both derivatives bind silver ions by metal-arene and Ag···O coordination from the crown ether brid…

Cover Picture: A Biocatalytic Nanomaterial for the Label-Free Detection of Virus-Like Particles (ChemBioChem 11/2017)

ChemInform Abstract: Self-Assembly of Amphiphilic Calixarenes and Resorcinarenes in Water

The calixarenes and resorcinarenes are macrocyclic phenolic molecules that can be modified “a facon” and a wide range of chemical modification strategies have been published over the last 30 years. Because of their remarkable structural properties and their relative ease of chemical modification, they represent excellent and highly versatile bases to design complex building blocks capable of self-assembly and molecular recognition. They have been widely studied for their ability to form supramolecular structures targeting a wide range of applications. The possibility to regio(rim)-selectively modify these macrocycles with different polar and apolar moieties provides synthetic chemists with …

Conformational polymorphism and amphiphilic properties of resorcinarene octapodands

o-Nitroaniline functionalized resorcinarene octapodands 1-5 with pendant methyl, ethyl, pentyl, nonyl or 1-decenyl groups, respectively, were synthesized and their structural properties investigated using X-ray crystallography and NMR spectroscopy. The upper rim of each podand is identical containing flexible side arms, in which rotation around the -OCH(2)CH(2)N- linkers create excellent possibilities for polymorphism. Two conformational polymorphs of acetone solvate of 2 were identified containing different side arm orientation and crystal packing. Compound 1 crystallized from acetone and nitromethane yielding two pseudopolymorphs with different packing motifs. The longer alkyl chains of 3…

Self-assembly of amphiphilic calixarenes and resorcinarenes in water

The calixarenes and resorcinarenes are macrocyclic phenolic molecules that can be modified “a facon” and a wide range of chemical modification strategies have been published over the last 30 years. Because of their remarkable structural properties and their relative ease of chemical modification, they represent excellent and highly versatile bases to design complex building blocks capable of self-assembly and molecular recognition. They have been widely studied for their ability to form supramolecular structures targeting a wide range of applications. The possibility to regio(rim)-selectively modify these macrocycles with different polar and apolar moieties provides synthetic chemists with …

CCDC 973532: Experimental Crystal Structure Determination

Related Article: Ludovico G. Tulli, Negar Moridi, Wenjie Wang, Kaisa Helttunen, Markus Neuburger, David Vaknin, Wolfgang Meier, Patrick Shahgaldian|2014|Chem.Commun.|50|3938|doi:10.1039/C4CC00928B