The phenylboronic acid azoprobe (BA-Azo)/gamma-cyclodextrin (gamma-CD) complex exhibits a selective response for D-glucose by forming a supramolecular 2:1 inclusion complex of the azoprobes with D-glucose inside the gamma-CD cavity.
There
is an urgent need to develop a rapid and selective method
for the detection of bacteria because delayed diagnosis and the overuse
of antibiotics have triggered drug resistance in bacteria. To this
end, we prepared boronic acid-modified poly(amidoamine) generation
4 (B-PAMAM(G4)) dendrimer as cross-linking molecules that form aggregates
with bacteria. Within 5 min of adding B-PAMAM(G4) dendrimer solution
to a bacterial suspension, large aggregates were observed. Interestingly,
the aggregate formation with various bacteria was pH-dependent. In
basic pH, both Gram-positive and Gram-negative bacteria formed aggregates,
but in neutral pH, only Gram-positive bacteria formed aggregates.
We revealed that this bacteria-selective aggregation involved the
bacterial surface recognition of the phenylboronic acid moiety of
B-PAMAM(G4) dendrimer. In addition, we demonstrated that the spherical
structure of B-PAMAM(G4) was one of the important factors for the
formation of large aggregates. The aggregation was also observed in
the presence of ≤10 mM fructose. B-PAMAM(G4) dendrimer is expected
to be a powerful tool for the rapid and selective discrimination between
Gram-positive and Gram-negative bacteria.
Binuclear beta-diketonatoruthenium(III) complexes [[Ru(acac)(2)](2)(tae)], [[Ru(phpa)(2)](2)(tae)], and [(acac)(2)Ru(tae)Ru(phpa)(2)] and binuclear and mononuclear bipyridine complexes [[Ru(bpy)(2)](2)(tae)](PF(6))(2) and [Ru(bpy)(2)(Htae)]PF(6) (acac = 2,4-pentanedionate ion, phpa = 2,2,6,6-tetramethyl-3,5-heptanedionate ion, tae = 1,1,2,2-tetraacetylethanate dianion, and bpy = 2,2'-bipyridine) were synthesized. The new complexes have been characterized by (1)H NMR, MS, and electronic spectral data. Crystal and molecular structures of [[Ru(acac)(2)](2)(tae)] have been solved by single-crystal X-ray diffraction studies. Crystal data for the meso isomer of [[Ru(acac)(2)](2)(tae)] have been confirmed by the dihedral angle result that two acetylacetone units of the bridging tae ligand are almost perpendicular to one another. A detailed investigation on the electrochemistry of the binuclear complexes has been carried out. The electrochemical behavior details of the binuclear complexes have been compared with those of the mononuclear complexes obtained from the half-structures of the corresponding binuclear complexes. Studies on the effects of solvents on the mixed-valence states of Ru(II)-Ru(III) and Ru(III)-Ru(IV) complexes have been carried out by various voltammetric and electrospectroscopic techniques. A correlation between the comproportionation constant (K(c)) and the donor number of the solvent has been obtained. The K(c) values for the binuclear complexes have been found to be low because of the fact that two acetylacetone units of the bridging tae ligand are not in the same plane, as revealed by the crystal structure of [[Ru(acac)(2)](2)(tae)].
Cyclodextrins (CDs) are water-soluble host compounds having nano-size hydrophobic cavities that enable them to incorporate organic molecules in water. Optically inert CDs can be efficiently combined with various types of chromoionophores and fluoroionophores. In this study, using diverse combinations of phenylboronic acid fluorescent sensors and azoprobes with CDs, the unique saccharide recognition functions of CD, chemically modified CD, and CD gel complexes based on their synergistic function are clarified, thereby confirming their use as supramolecular saccharide sensors. To realize novel supramolecular chirality, the twisted structure of two ditopic azoprobes inside the γ-CD chiral cavity is controlled by multi-point recognition of guest ions in water. As different types of supramolecular saccharide sensors, phenylboronic acidbased self-assembling systems are also reviewed.
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