Acrylamide-PEG Co-polymer (“PEGA”) Resin

PEGA resins are a hydrophilic acrylamide-PEG co-polymer providing a really extensive and more uniform swelling in a wide range of solvents (from H₂O, MeOH, EtOH to THF, MeCN and toluene). The extreme swelling volume of this support in the standard peptide synthesis solvents DCM and DMF together with their good stability make them ideally suited for batch as well as for continuous-flow syntheses. Mercaptoacetyl derivatized PEGA resin has been successfully used for the preparation of C-terminal peptide thioester fragments employing Boc chemistry.¹ Peptide thioesters are excellent tools in chemoselective ligations. The high swelling volume of PEGA resins makes the functionalities located within the polymer bead accessible to large biomolecules This unique feature allows for on-resin enzymatic assays² and enzymatic derivatizations in glycopeptide synthesis.³

Figure 1.

References

1. CAMARERO JA, COTTON GJ, ADEVA A, MUIR TW. Chemical ligation of unprotected peptides directly from a solid support. 51(4):303-316. https://doi.org/10.1111/j.1399-3011.1998.tb00428.x

2. Meldal M, Auzanneau F, Hindsgaul O, Palcic MM. A PEGA resin for use in the solid-phase chemical?enzymatic synthesis of glycopeptides. J. Chem. Soc., Chem. Commun.. 0(16):1849-1850. https://doi.org/10.1039/c39940001849

3. Meldal M, et al. . 1998. Inhibition of Cruzipain Visualized in a Fluorescence Quenched Solid-phase Inhibitor Library Assay. D-Amino Acid Inhibitors for Cruzipain, Cathepsin B and Cathepsin L. J. Pept. Sci. an official publication of the European Peptide Society.(4):83.