In nature, enzyme possess substrate specificity by assembling molecules in a self-organizing manner responding to stimuli and adopting an optimal spatial arrangement. Thus, controlling the spatial arrangement of probes precisely perform ion exchange and molecular recognition is an important factor in controlling molecular selectivity. In this study, we modified dipicolylamine or boronic acid molecules for ion exchange/molecular recognition sites to the surface of nanoparticle-type scaffolds such as fluorescent silica nanoparticle or polyamidoamine dendrimer. We develop molecular recognition sensors using dispersion-aggregation formation by multipoint molecular recognition. Metal and anion recognition of dipicolylaminemodified fluorescent silica nanoparticle was evaluated and the assembling effect was described. And also, by using boronic acid probe/dendrimer complex, monosaccharides or bacteria could be distinguished by measuring the turbidity changes due to aggregate formation.