TentaGel® RAP - TentaGel® Resin for the Synthesis of Resin Attached Peptides

Product information

TentaGel® resins are grafted copolymers consisting of a low crosslinked polystyrene matrix on which polyethylene glycol (PEG or POE) is grafted via an ethyl ether group which increases stability towards acid treatment and minimizes PEG-leaching. The graft copolymer shows modified physicochemical properties which are highly dominated by the PEG moiety (and no longer by the polystyrene matrix) and has hydrophobic and hydrophilic properties. These copolymers are pressure stable and can be used in batch processes as well as under continuous flow conditions. The PEG spacer is in the range of MW 3000 Da. TentaGel® resins have high diffusion rates and excellent swelling in a wide range of solvents from e.g. toluene to water.
This resin is ideally suited for the synthesis of uncleavable resin-linked peptides. These resins have been developed for the use as polymeric immunoconjugates. They show no resin dependent adverse effects during immunization.


Literature

L 18 Immunization Overview

  1. Modrow, S.; Höflacher, B.; Mertz, R.; Wolf, H. Carrier-Bound Synthetic Peptides. J. Immunol. Methods 1989, 118 (1), 1-7. doi: 10.1016/0022-1759(89)90045-8.
  2. Fischer, P. M.; Comis, A.; Howden, M. E. H. Direct Immunization with Synthetic Peptidyl-Polyamide Resin. J. Immunol. Methods 1989, 118 (1), 119-123. doi: 10.1016/0022-1759(89)90061-6.
  3. Flegel M., Pichova D., Minarik P., Sheppard R. C. Analogues of Gn-RH stimulating the enhanced production of antibodies. Synthesis and some biological effects of peptides containing adjuvant, lysine-branched, and solubilised polymer support components in Peptides 1990, Proceedings of the 21st European Peptide Symposium (Giralt E., Andreu D., Eds.), ESCOM, Leiden, 1991, 837.
  4. Kanda, P.; Kennedy, R. C.; Sparrow, J. T. Synthesis of Polyamide Supports for Use in Peptide Synthesis and as Peptide-Resin Conjugates for Antibody Production. Int. J. Pept. Protein Res. 1991, 38 (4), 385-391. doi: 10.1111/j.1399-3011.1991.tb01518.x.
  5. Kennedy, R. C.; Dreesman, G. R.; Chanh, T. C.; Boswell, R. N.; Allan, J. S.; Lee, T. H.; Essex, M.; Sparrow, J. T.; Ho, D. D.; Kanda, P. Use of a Resin-Bound Synthetic Peptide for Identifying a Neutralizing Antigenic Determinant Associated with the Human Immunodeficiency Virus Envelope. J. Biol. Chem. 1987, 262 (12), 5769-5774. doi: 10.1016/s0021-9258(18)45641-4.
  6. Zeppezauer, M.; Hoffmann, R.; Schönberger, A.; Rawer, S.; Rapp, W.; Bayer, E. Hydrophilic Polystyrene-Polyoxyethylene Graft Polymer Beads as Carrier of Antigenic Peptides for in Vivo and in Vitro Immunization Techniques: Applications to the Non-Catalytic Zinc Loop of HLADH Isozymes and to Histone Fragments. Z. Naturforsch. B J. Chem. Sci. 1993, 48 (12), 1801-1806. doi: 10.1515/znb-1993-1217.
  7. Rapp W., Zhang L., Beck-Sickinger A. G., Dares K., Wiesmüller K.-H., Jung G., Bayer E. Comparative study of antibody titers induced by a peptide epitope conjugated with protein, lipopeptide, polyoxyethylene and polyoxyethylene-polystyrene graft copolymer in Peptides 1990, Proceedings of the 21st European Peptide Symposium (Giralt E., Andreu D., Eds.) ESCOM, Leiden, 1991, 849.
  8. Butz S., Rawer S., Rapp W., Birsner U., Immunization and affinity purification of antibodies using resin-immobilized lysine-branched synthetic peptides, Pept. Res., 1994, 7 (1), 20-23.

L 19 PEG peptides and Pam peptides

  1. Rapp W., Zhang L., Beck-Sickinger A. G., Dares K., Wiesmüller K.-H., Jung G., Bayer E. Comparative study of antibody titers induced by a peptide epitope conjugated with protein, lipopeptide, polyoxyethylene and polyoxyethylene-polystyrene graft copolymer in Peptides 1990, Proceedings of the 21st European Peptide Symposium (Giralt E., Andreu D., Eds.), ESCOM, Leiden, 1991, 849.
  2. Butz S., Rawer S., Rapp W., Birsner U., Immunization and affinity purification of antibodies using resin-immobilized lysine-branched synthetic peptides, Pept. Res., 1994, 7 (1), 20-23.
  3. Rapp W., PEG Grafted Polystyrene Tentacle Polymers in Combinatorial Peptide and Nonpeptide Libraries: A Handbook; Jung, G., Ed.; Wiley-VCH Verlag: Weinheim, Germany, 1996, 425.
  4. Burkoth, T. S.; Benzinger, T. L. S.; Jones, D. N. M.; Hallenga, K.; Meredith, S. C.; Lynn, D. G. C-Terminal PEG Blocks the Irreversible Step in β-Amyloid(10-35) Fibrillogenesis. J. Am. Chem. Soc. 1998, 120 (30), 7655-7656. doi: 10.1021/ja980566b.

L 20 Pam3Cys, PEG Pam3Cys, PEG Pam3CysPep

  1. Wiesmüller, K. H.; Jung, G.; Hess, G. Novel Low-Molecular-Weight Synthetic Vaccine against Foot-and-Mouth Disease Containing a Potent B-Cell and Macrophage Activator. Vaccine 1989, 7 (1), 29-33. doi: 10.1016/0264-410x(89)90007-8.
  2. Kleine, B.; Rapp, W.; Wiesmüller, K.-H.; Edinger, M.; Beck, W.; Metzger, J.; Ataulakhanov, R.; Jung, G.; Bessler, W. G. Lipopeptide-Polyoxyethylene Conjugates as Mitogens and Adjuvants. Immunobiology 1994, 190 (1-2), 53-66. doi: 10.1016/s0171-2985(11)80283-4.
  3. Rapp W., Zhang L., Müller C.. Zühl F., Wiesmüller K.-H., Jung G., Bayer E., Polymer-Immunoconjugates Based on Lipopeptides by SPPS: A New Technical Approach, in Innovations and Perspectives in Solid Phase Synthesis, Peptides, Proteins and Nucleic Acids, Proceedings of the 3rd International Symposium 1993, (Epton R., Ed.), Mayflower Worldwide Limited, Birmingham, 1994, 197-200.

L 21 Biotinylation of peptides

  1. Rapp W., Zhang L., Bannwarth W., Bayer E. Biotinylation and phosphorylation of peptides using polyethyleneglycol grafted resins as solid supports in CFPS in Peptides 1992, Proceedings of the 22th European Peptide Symposium, Escom Leiden, (1993), 347.