Identifying high-grade serous ovarian carcinoma-specific extracellular vesicles by polyketone-coated nanowires.

Cancer cell-derived extracellular vesicles (EVs) have unique protein profiles, making them promising targets as disease biomarkers. High-grade serous ovarian carcinoma (HGSOC) is the deadly subtype of epithelial ovarian cancer, and we aimed to identify HGSOC-specific membrane proteins. Small EVs (sEVs) and medium/large EVs (m/lEVs) from cell lines or patient serum and ascites were analyzed by LC-MS/MS, revealing that both EV subtypes had unique proteomic characteristics.

Chain-Length-Dependent Hydrogen-Bonded Self-Assembly of Terminally Functionalized Discrete Polyketones.

Here, we report the synthesis and the chain-length-dependent self-assembling behaviors of discrete di-, tetra-, and hexaketones terminally functionalized with hydrogen-bonding carboxyl (, , and ) and 3-acylaminopyridine groups (, , and ). These polyketones were prepared by the coupling reactions of silylated analogues of 3,3-dimethylpentane-2,4-dione and -butyl 2,2-dimethyl-3-oxobutanoate and the subsequent hydrolysis or amidation with 3-aminopyridine. Single-crystal X-ray diffraction analysis revealed that and form helical assemblies in which the components are connected by the dimerization of terminal carboxyl groups, whereas the longer showed infinite hydrogen-bonded chains mediated by 1,4-dioxane used as a crystallization solvent.

Carbonyl-Containing Solid Polymer Electrolyte Host Materials: Conduction and Coordination in Polyketone, Polyester, and Polycarbonate Systems.

Research on solid polymer electrolytes (SPEs) is now moving beyond the realm of polyethers that have dominated the field for several decades. A promising alternative group of candidates for SPE host materials is carbonyl-containing polymers. In this work, SPE properties of three different types of carbonyl-coordinating polymers are compared: polycarbonates, polyesters, and polyketones.

Determination of the critical chain length for macromolecular crystallization using structurally flexible polyketones.

Critical chain length that divides small molecule crystallization from macromolecular crystallization is an important index in macro-organic chemistry to predict chain-length dependent properties of oligomers and polymers. However, extensive research on crystallization behavior of individual oligomers has been inhibited by difficulties in their synthesis and crystallization. Here, we report on the determination of critical chain length of macromolecular crystallization for structurally flexible polyketones consisting of 3,3-dimethylpentane-2,4-dione.

Supramolecular Conformational Control of Aliphatic Oligoketones by Rotaxane Formation.

Conformational control of aliphatic oligoketones bearing two 1,3-diketone subunits is achieved by molecular recognition with pillar[5]arene. Pillar[5]arene binds to aliphatic ketones, with association constants of ∼10 M, to form pseudorotaxanes. The pseudorotaxanes are locked by BF complexation at the 1,3-diketone sites through quasi-solid-state reactions.

Luminescent Coordination Polymers Constructed from a Flexible, Tetradentate Diisopyrazole Ligand and Copper(I) Halides.

One- and two-dimensional coordination polymers composed of a structurally flexible, tetradentate diisopyrazole ligand and copper(I) halides were synthesized as crystalline solids. Complexation with copper(I) chloride or bromide resulted in the formation of infinite coordination chains through connecting each diisopyrazole ligand with two copper(I) ions in a trigonal planar coordination geometry. Contrarily, the combination of a diisopyrazole ligand and copper(I) iodide gave a two-dimensional coordination network comprising Cu I units with stair-step type geometry and diisopyrazoles that acted as both tetradentate and bidentate bridging ligands.

Two-Step Transformation of Aliphatic Polyketones into π-Conjugated Polyimines.

The chemo- and stereo-selective two-step transformation of aliphatic polyketones composed of 3,3-dimethylpentane-2,4-dione units was achieved to generate π-conjugated polyimines. Upon treatment with hydrazine, discrete oligoketones with 4-8 carbonyl groups afforded ethylene-bridged oligoisopyrazoles in 80-89% yields. These oligoisopyrazoles underwent stereoselective oxidation at the ethylene bridge to give fully π-conjugated oligo(isopyrazole-3,5-diyl-trans-vinylene)s in 73-87% yields.

Control over coordination self-assembly of flexible, multidentate ligands by stepwise metal coordination of isopyrazole subunits.

Structurally flexible oligoisopyrazole molecules were self-assembled into discrete complexes with structural diversity upon palladium coordination. Structural convergence was controlled by a stoichiometry change to induce stepwise metal coordination of isopyrazole subunits. Three different types of complexes were selectively generated from a diisopyrazole ligand.