Molecular recognition with 2,4-diaminotriazine-functionalized colloids. 2011

Frank M Bayer, and Mingxue Tang, and Rolf Michels, and Claudia Schmidt, and Klaus Huber
Department of Chemistry, Physical Chemistry, University of Paderborn, Warburger Straße 100, 33098 Paderborn, Germany.

New polymeric colloids functionalized with 2,4-diaminotriazine residues have been prepared. The functionalities provide a triple hydrogen bond motif with a donor-acceptor-donor (DAD) pattern. The colloids are based on cross-linked poly-4-methoxymethyl styrene and are polymerized by means of surfactant-free emulsion polymerization. The reaction pathway including five steps was successfully tracked and verified via (13)C CP/MAS solid-state NMR. Characterization of the colloids was done by combined static and dynamic light scattering and indicates a compact spherical particle shape. In solvents with the appropriate polarity, intercolloidal hydrogen bonding was enabled, including colloidal aggregation. In highly dilute solutions of THF, this aggregation was recordable by means of time-resolved static light scattering experiments. If THF was saturated with uracil, then aggregation could be completely inhibited. Uracil bears a triple hydrogen bond motif of the form acceptor-donor-acceptor (ADA) and is a direct antagonist of 2,4-diaminotriazine. The charging of the colloids with uracil via hydrogen bond formation as a typical molecular recognition mechanism could be confirmed by IR spectroscopy.

UI MeSH Term Description Entries
D008970 Molecular Weight The sum of the weight of all the atoms in a molecule. Molecular Weights,Weight, Molecular,Weights, Molecular
D003102 Colloids Two-phase systems in which one is uniformly dispersed in another as particles small enough so they cannot be filtered or will not settle out. The dispersing or continuous phase or medium envelops the particles of the discontinuous phase. All three states of matter can form colloids among each other. Hydrocolloids,Colloid,Hydrocolloid
D006860 Hydrogen Bonding A low-energy attractive force between hydrogen and another element. It plays a major role in determining the properties of water, proteins, and other compounds. Hydrogen Bonds,Bond, Hydrogen,Hydrogen Bond
D014227 Triazines Heterocyclic rings containing three nitrogen atoms, commonly in 1,2,4 or 1,3,5 or 2,4,6 formats. Some are used as HERBICIDES. Triazine,Benzotriazines
D017550 Spectroscopy, Fourier Transform Infrared A spectroscopic technique in which a range of wavelengths is presented simultaneously with an interferometer and the spectrum is mathematically derived from the pattern thus obtained. FTIR,Fourier Transform Infrared Spectroscopy,Spectroscopy, Infrared, Fourier Transform

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