No abstract

No abstract

An adsorbent showing enhanced selectivity for the enzyme RNase A was prepared by a surface imprinting procedure based on metal coordination. A metal chelating monomer, N-(4-vinyl)-benzyl iminodiacetic acid, was polymerized onto methacrylate-derivatized silica particles in the presence of RNase A and metal ions. Lysozyme and RNase A were separated on the adsorbent used as stationary phase in high-performance liquid chromatography.

Antibody-mimicking synthetic polymers, selective for various optically active amino acid derivatives and peptides, were prepared by noncovalent molecular imprinting. A novel approach, in which the branched, trifunctional cross-linkers pentaerythritol triacrylate and 2,2-bis(hydroxymethyl)butanol trimethacrylate were copolymerized with methacrylic acid, is described. The polymers were subsequently applied as chiral stationary phases in high-performance liquid chromatography. They were superior to previously reported noncovalent molecularly imprinted polymers used for chiral separations in that they showed considerably higher load capacity, increased selectivity, and better resolving capability.

Cross-Linked Ethoxylate Acrylate Resin (CLEAR) supports were prepared by radical copolymerization, either in the bulk or suspension mode, of the branched cross-linker trimethylolpropane ethoxylate (14/3 EO/OH) triacrylate (1) with one or more of allylamine (2), 2-aminoethyl methacrylate‚HCl (3), poly(ethylene glycol-400) dimethacrylate (4), poly(ethylene glycol) ethyl ether methacrylate (5), and trimethylolpropane trimethacrylate (6). The resultant highly cross-linked copolymers by the bulk procedures were ground and sieved to particles, whereas the suspension polymerization procedure gave highly cross-linked spherical beaded supports. CLEAR polymeric supports showed excellent swelling properties in an unusually broad range of solvents, including water, alcohols, tetrahydrofuran, dichloromethane, and N,N-dimethylformamide. To demonstrate their usefulness for peptide synthesis, CLEAR supports were derivatized with an "internal reference" amino acid [norleucine] and a handle valeric acid] and were tested for both batchwise and continuous-flow solidphase syntheses of challenging peptides such as acyl carrier protein (65-74), retro-acyl carrier protein (74-65), and the 17-peptide human gastrin-I. Comparisons to commercially available supports, e.g., polystyrene, Pepsyn K, Polyhipe, PEG-PS, TentaGel, and PEGA were also carried out. CLEAR supports are entirely stable under standard conditions of peptide synthesis but are in some cases labile to certain strong bases.