Development of new hydrophilic polymer supports based on dimethylacrylamide

Abstract

A survey of the development of hydrophilic resins based on dimethylacrylamide (DMA) is presented. It describes the preparation of DMA-based resins by suspension copolymerization of DMA and acrylamide-based crosslinking and functional monomers. Swellability data for a number of DMA-based resins are tabulated, demonstrating that the resins swell to approximately the same extent in dichloromethane as they do in water, methanol dimethylformamide or dimethylsulpboxide, but they swell only slightly or not at allin tetrahydrofuran. Typical chemical reactions employed for quantitative estimation or derivatization of resin-bound functional groups, including those involving intra-resin erosslinking, are discussed. The development of composite polymer supports, in which the DMA-based polymer is supported on kieselguhr particles or an amphiphilic ion exchange polymer is supported on DMA-based resin beads, is also covered briefly.

Selective enrichment and identification of cross-linked peptides to study 3-D structures of protein complexes by mass spectrometry

“…The beads do not stick to polypropylene surfaces under these conditions and can be efficiently washed batchwise in 2 ml vials by resuspension in volumes as large as 1-2 ml of different media, followed by brief centrifugation and convenient complete removal of the supernatant by pipetting. The beads can also be subjected to solvent-dependent swelling and shrinking [46]. An interesting application one can think of is trypsin-mediated 18 O labeling of C-termini of captured peptides on the beads for recognition of mass signals corresponding to type 2 cross-linked peptide ions and for more easy interpretation of fragment spectra [47] or for quantitative purposes [48][49][50].…”

“…The polymeric material used to conjugate the azide-reactive cyclooctyne moiety, dimethyl polyacrylamide beads [25,46], is easy to handle in amounts as low as 0.5 to 2 mg in 1:1 water/acetonitrile mixtures of different pH values and ionic strengths. The beads do not stick to polypropylene surfaces under these conditions and can be efficiently washed batchwise in 2 ml vials by resuspension in volumes as large as 1-2 ml of different media, followed by brief centrifugation and convenient complete removal of the supernatant by pipetting.…”

Amphiphilic gels for peptide synthesis

“…Beaded copolymer of dimethylacrylamide with methyl acrylate (45 mol 5% ) and 1,2-ethanediacrylamide ( 3 mol % ) was prepared by suspension polymerization, as describedpreviously. 22 This polymer was treated with excess 1-( 2-aminoethyl) piperazine in DMF (volume ratio 1 : 1 ) at 100°C for 10 h. The mixture was filtered and washed with water until no amine was detected in the filtrate (ninhydrin test). The polymer was then washed with dry dioxan (5X ) and dry diethyl ether (4X), followed by drying in a vacuum desiccator in the presence of phosphorus pentoxide.…”

Functional Beads of Polyvinylpyrrolidone: Promising Support Materials for Solid‐Phase Synthesis

“…[10][11][12][13] Apart from modifications of PS-DVB, copolymerization of hydrophilic monomers has also been performed to prepare alternative materials for solid phase synthesis. [14][15][16][17][18][19][20][21][22] In a solid-phase reaction, the swollen polymer is the equivalent of the solvent in the corresponding solution-phase reaction. [23] The specific properties of each type of polymer support provide unique reaction conditions, which may or may not be suitable for a certain reaction.…”