Functional peptide presentation on different hydrogen bonding biomaterials using supramolecular additives.

Supramolecular biomaterials based on hydrogen bonding units can be conveniently functionalized in a mix-and-match approach using supramolecular additives. The presentation of bioactive additives has been sparsely investigated in supramolecular-based elastomeric biomaterials. Here it was investigated how cell adhesive peptides are presented and affect the surface in supramolecular biomaterials based either on ureido-pyrimidinone (UPy) or bisurea (BU) moieties.

Antimicrobial peptide modification of biomaterials using supramolecular additives.

Biomaterials based on non-active polymers functionalized with antimicrobial agents by covalent modification or mixing are currently regarded as high potential solutions to prevent biomaterial associated infections that are major causes of biomedical device failure. Herewith a strategy is proposed in which antimicrobial materials are prepared by simply mixing-and-matching of ureido-pyrimidinone (UPy) based supramolecular polymers with antimicrobial peptides (AMPs) modified with the same UPy-moiety. The N-terminus of the AMPs was coupled in solution to an UPy-carboxylic acid synthon resulting in formation of a new amidic bond.

Dual Electrospun Supramolecular Polymer Systems for Selective Cell Migration.

Dual electrospinning can be used to make multifunctional scaffolds for regenerative medicine applications. Here, two supramolecular polymers with different material properties are electrospun simultaneously to create a multifibrous mesh. Bisurea (BU)-based polycaprolactone, an elastomer providing strength to the mesh, and ureido-pyrimidinone (UPy) modified poly(ethylene glycol) (PEG), a hydrogelator, introducing the capacity to deliver compounds upon swelling.

(3R,3aR,6R,6aR)-Hexa-hydro-furo[3,2-b]furan-3,6-diyl dibenzoate.

The title compound, C20H18O6, prepared from d-mannitol by a two-step procedure, is a functionalized fused bis-tetra-hydro-furan. In the central fragment, consisting of two fused tetra-hydro-furan rings, one O atom and its two adjacent C atoms, a methyl-ene and a bridgehead C atom, are disordered over two sets of sites with an occupancy ratio of 0.735 (9):0.

(3S,3aS,6R,6aR)-2-Oxohexa-hydro-furo[3,2-b]furan-3,6-diyl dibenzoate.

The title compound, C20H16O7, contains a cis-fused γ-lactone tetra-hydro-furan ring system functionalized with two benzo-yloxy groups. Both rings adopt an envelope conformation. The mol-ecule assumes an elongated shape and exibits non-crystallographic C 2 symmetry.

Synthesis and biological evaluation of unprecedented ring-expanded nucleosides (RENs) containing the imidazo[4,5-d][1,2,6]oxadiazepine ring system.

A small collection of ring-expanded nucleosides (RENs), containing the unprecedented bis-alkylated imidazo[4,5-d][1,2,6]oxadiazepine heterocyclic ring system, has been synthesized through a new general approach. Results of preliminary cytotoxicity tests on breast (MCF-7) and lung (A549) cancer cell lines are also reported.

Isolation of a bis-iodurated tetra-THF as a trace product from the oxidation of squalene with RuO₄ and its double ring expansion to a novel bis-THF-bis-THP compound.

A novel bis-iodurated polyether compound, based on an unprecedented tetra-THF backbone, has been isolated as a trace by-product of the oxidation of squalene with the catalytic system RuO₂(cat.)/NaIO₄. The double erythro configuration of the central portion of the molecule furnishes the first indirect support of the previously postulated pathway operating in the oxidative pentacyclization of the isoprenoid substrate.