초록 |
Organoboronic acid can bind to 1,2- or 1,3-diol compounds in aqueous solution. We synthesized dendritic 1,3-diol compounds and grafted these diols and sugar-responsive boroxole-containing polymers on the perimeter of mesoporous silica nanoparticles(MSNs). Despite the low binding constant between boroxole and 1,3-propanediol units, diols and boroxole preferentially formed boronate esters in aqueous solution at neutral pH owing to the vicinity of functional groups. This rendered boroxole-containing polymers to be tightly bound near the openings of nanochannels of MSNs. In the presence of monosaccharides such as glucose and fructose, the competitive binding of monosaccharide to boroxole replaced 1,3-diols from boroxole, which induced boroxole-containing polymers to be away from the surface of MSNs. Based on this monosaccharide-responsive reversible gate, we demonstrated our MSN can release internalized cargo molecules in response to the presence of monosaccharide in a reversible fashion. |