Boronate Ester‐Capped Helicates

Synthesis of Polydentate Ligands and Their Self- Assembly into Helicates, Meso-helicates and Cyclic Helicates

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Boronate-Mediated Biologic Delivery

Inefficient cellular delivery limits the landscape of macromolecular drugs. Boronic acids readily form boronate esters with the 1,2- and 1,3-diols of saccharides, such as those that coat the surface of mammalian cells. Here pendant boronic acids are shown to enhance the cytosolic delivery of a protein toxin. Thus, boronates are a noncationic carrier that can deliver a polar macromolecule into m...

Helicates as Versatile Supramolecular Complexes.

Self-assembly of looped triple-stranded helicates.

The reaction of the organogold metallaligand [(AuC[triple bond]Cbpyl)(2)(mu-Ph(2)P(CH(2))(4)PPh(2))] (bpyl = 2,2'-bipyridin-5-yl) with Fe(2+) or Zn(2+) ions gave helicates where the three ligand strands adopt a unique looped geometry.

Boronate based fluorescence (ESIPT) probe for peroxynitrite.

A simple probe for the detection of peroxynitrite was developed incorporating a benzyl boronic ester "protecting" unit. The "protecting" unit of the probe is removed by peroxynitrite to "turn-on" ESIPT fluorescence (4.5 fold enhancement). Furthermore, the probe was cell permeable and was used in cell imaging experiments showing an off-on response towards peroxynitrite, in HeLa and RAW 264.7 cells.