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TentaGel® N C

€ 99,00*

SIZE
90 µm
Capacity
150 - 220 µmol/g
Product number
 N30002-2.1G

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.
DMT-dC(bz) coupled to TentaGel® N NH2 via a succinyl linker.

Literature

L 4 TentaGel® Overview

  1. Bayer E., Rapp W. New polymer supports for solid-liquid-phase peptide synthesis in Chemistry of Peptides and Proteins, (Voelter W., Bayer E., Ovchinnikov Y. A., Ivanov V.T., Eds.) Walter de Gruyter & Co., Berlin. New York, (1986), 3.
  2. Bayer E., Rapp W., Dtsch. Offen. DE 3,500,180, 10. Juli 1986, Anm. 4. Jan 1985, C.A. 106, 50859.
  3. Bayer, E. Towards the Chemical Synthesis of Proteins. Angew. Chem. Int. Ed. Engl. 1991, 30 (2), 113-129. doi: 10.1002/anie.199101133.
  4. Bayer E., Rapp W., Polystyrene-Immobilized PEG Chains in Poly(Ethylene Glycol) Chemistry: Biotechnical and Biomedical Application, (Harris M., Ed.) Plenum Press New York, (1992), 325.
  5. Bayer E., Rapp W., German Pat. DOS 3714258, 1988.
  6. Bayer, E.; Dengler, M.; Hemmasi, B. Peptide Synthesis on the New Polyoxyethylene-Polystyrene Graft Copolymer, Synthesis of Insulin B 21-30. Int. J. Pept. Protein Res. 1985, 25 (2), 178-186. doi: 10.1111/j.1399-3011.1985.tb02162.x.
  7. Bayer E., Hellstern H., Eckstein H., Synthesis of Immobilized Peptide Fragments on Polystyrene-Polyoxy-ethylene for Affinity Chromatography. Z. Naturforsch. 1987; 42c, 455-460. doi: 10.1515_znc-1987-0422
  8. Rapp W., Zhang L., Häbich R., Bayer E. Polystyrene-Polyoxyethylene graftcopolymers for high speed peptide synthesis in Peptides 1988, Proceedings of the 20th European Peptide Symposium (Jung G., Bayer E., Eds.), Walter de Gruyter, Berlin, (1989), 199.
  9. Zhang L., Rapp W., Bayer E. Scale-up continuous-flow peptide synthesis of a partial sequence of tyrosine kinase using tentacle polymers in Peptides 1992, Proceedings of the22nd European Peptide Symposium (Schneider C. H., Eberle A. N., Eds.), Escom Leiden, (1993), 432.
  10. Karnbrock, W.; Deeg, M.; Gerhardt, J.; Rapp, W. Solid Phase Synthesis of Hydantoins by Thermalcyclization and Screening of Reaction Conditions Using APOS 1200. Mol. Diver. 1998, 4, 165-171. doi: 10.1023/A:1009659303984

L 5 TentaGel® Kinetics

  1. Bayer, E.; Albert, K.; Willisch, H.; Rapp, W.; Hemmasi, B. Carbon-13 NMR Relaxation Times of a Tripeptide Methyl Ester and Its Polymer-Bound Analogs. Macromolecules 1990, 23 (7), 1937-1940. doi: 10.1021/ma00209a010.
  2. Rudinger J., Buetzer P. in Peptides 1974 (Wolman J., Ed.), Wiley, New York, (1975), 211.
  3. Bayer E., Rapp W. Polystyrene-Immobilized PEG Chains Dynamics and Applications in Poly(Ethylene Glycol) Chemistry: Biotechnical and Biomedical Application, (Harris M., Ed.) Plenum Press, New York, (1992), 325.
  4. Zhang L., Rapp W., Bayer E. Continuous flow peptide synthesis: Dependence of the kinetics upon the nature of polymeric support, method of activation and reaction conditions in Peptides 1990, Proceedings of the 21st European Peptide Symposium (Giralt E., Andreus D., Eds.) Escom Leiden, (1991), 196.
  5. Rapp W. Prevention of side reactions by high speed continuous flow peptide synthesis in Peptides 1992, Proceedings of the 22th European Peptide Symposium (Schneider C. H., Eberle A.N., Eds.) Escom Leiden, (1993), 243.
  6. Shemyakin, M. M.; Ovchinnikov, Y. A.; Kinyushkin, A. A.; Kozhevnikova, I. V. Synthesis of Peptides in Solution on a Polymeric Support I. Synthesis of Glycylglycyl-l-Leucylglycine. Tetrahedron Lett. 1965, 6 (27), 2323-2327. doi: 10.1016/s0040-4039(00)70379-0.
  7. Andreatta, R. H.; Rink, H. Zur Problematik der Peptidsynthese an Trägern: Beitrag eines neuen Verfahrens mit löslichen Trägern. Helv. Chim. Acta 1973, 56 (4), 1205-1218. doi: 10.1002/hlca.19730560405.

L 6 TentaGel® Compatibility Water / org. Solvents

  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.

L 7 TentaGel® and NMR spectroscopy

  1. Look, G. C.; Holmes, C. P.; Chinn, J. P.; Gallop, M. A. Methods for Combinatorial Organic Synthesis: The Use of Fast 13C NMR Analysis for Gel Phase Reaction Monitoring. J. Org. Chem. 1994, 59 (25), 7588-7590. doi: 10.1021/jo00104a010.
  2. Fitch, W. L.; Detre, G.; Holmes, C. P.; Shoolery, J. N.; Keifer, P. A. High-Resolution 1H NMR in Solid-Phase Organic Synthesis. J. Org. Chem. 1994, 59 (26), 7955-7956. doi: 10.1021/jo00105a006.
  3. Keifer, P. A. Influence of Resin Structure, Tether Length, and Solvent upon the High-Resolution 1H NMR Spectra of Solid-Phase-Synthesis Resins. J. Org. Chem. 1996, 61 (5), 1558-1559. doi: 10.1021/jo952001t.
  4. Pursch M., Schlotterbeck G., Tseng L. H., Albert K., Rapp W., Monitoring the reaction progress in combinatorial chemistry: 1H MAS NMR investigations on single macro beads in the suspended state. Angew. Chem. Int. Ed. Engl.1996, 35, 2867-2869. doi: 10.1002/anie.199628671.
  5. Rapp W., Nicholson G., Maier M., Schlotterbeck G., Pursch M., Albert K., Miniaturization in chemistry: Chemical possibilities and physiochemical properties of polymeric microwavesreactors in Innovations and Perspectives in Solid Phase Synthesis, & Combinatorial Libraries, Proceedings of the 4th International Symposium 1993, (Epton R., Ed.), Mayflower Scientific Limited, Birmingham, (1996), 97.

L 22 Oligonucleotides

  1. Letsinger, R. L.; Finnan, J. L.; Heavner, G. A.; Lunsford, W. B. Nucleotide Chemistry. XX. Phosphite Coupling Procedure for Generating Internucleotide Links. J. Am. Chem. Soc. 1975, 97 (11), 3278-3279. doi: 10.1021/ja00844a090.
  2. Uhlmann, E.; Peyman, A. Antisense Oligonucleotides: A New Therapeutic Principle. Chem. Rev. 1990, 90 (4), 543-584. doi: 10.1021/cr00102a001.
  3. Engels, J. W.; Uhlmann, E. Gene Synthesis [New Synthetic Methods(77)]. Angew. Chem. Int. Ed. Engl. 1989, 28 (6), 716-734. doi: 10.1002/anie.198907161.

L 23 Oligonucleotide synthesis

  1. Letsinger, R. L.; Mahadevan, V. Oligonucleotide Synthesis on a Polymer Support1,2. J. Am. Chem. Soc. 1965, 87 (15), 3526-3527. doi: 10.1021/ja01093a058.
  2. Bayer E., Bleicher K., Maier M., Gaus H. J., Schmeer K., Bauer T., Synthesis of Polynucleotides and DNA Antisense Sequences on Polystyrene­Polyethylene glycol Tentacle Polymers, in Solid Phase Synthesis of Peptides, Proteins, Nucleic Acids, Biological and Biomedical Applications, Collected Papers, Third International Symposium, (Epton R., Ed.), 1993, Oxford, U.K., Mayflower Worldwide Limited, Birmingham, 1994, 9-20.
  3. Grübler G., Straubinger H., Reinig W., Echner H., Geiger M., Voelter W., Optimized Solid Phase Synthesis of Oligonucleotides, Using Polyethylene glycol/Polystyrene Copolymers in Solid Phase Synthesis of Peptides, Proteins, Nucleic Acids, Biological and Biomedical Applications, Collected Papers, Third International Symposium, (Epton R., Ed.), 1993, Oxford, U.K., Mayflower Worldwide Limited, Birmingham, 1994, 191-196.
  4. Gao, H.; Gaffney, B. L.; Jones, R. A. H-Phosphonate Oligonucleotide Synthesis on a Polyethylen Glycol/Polystyrene Copolymer. Tetrahedron Lett. 1991, 32 (40), 5477-5480. doi: 10.1016/0040-4039(91)80062-b.
  5. Wright, P.; Lloyd, D.; Rapp, W.; Andrus, A. Large Scale Synthesis of Oligonucleotides via Phosphoramidite Nucleosides and a High-Loaded Polystyrene Support. Tetrahedron Lett. 1993, 34 (21), 3373-3376. doi: 10.1016/s0040-4039(00)79159-3.
  6. Bayer, E. Auf dem Weg zur chemischen Synthese von Proteinen. Angew. Chem. Weinheim Bergstr. Ger. 1991, 103 (2), 117-133. doi: 10.1002/ange.19911030204.
  7. Bleicher K., Thesis, University of Tübingen, 1995
  8. Bayer, E.; Bleicher, K.; Maier, M. Improved Conditions for Solid Phase Synthesis of Oligonucleotides on PS-PEG Copolymers. Z. Naturforsch. B J. Chem. Sci. 1995, 50 (7), 1096-1100. doi: 10.1515/znb-1995-0720.
  9. Weiler J., Maier T., Pfleiderer W., New Supports for "Large Scale" Synthesis of Oligonucleotides in Combination with ß-Eliminating Protecting Groups, in Solid Phase Synthesis of Peptides, Proteins, Nucleic Acids, Biological and Biomedical Applications, Collected Papers, Third International Symposium, (Epton R., Ed.), 1993, Oxford, U.K., Mayflower Worldwide Limited, Birmingham, 1994, 131-134.
  10. Tsou D., Wright P., Lloyd D., Andreus A., Large Scale Synthesis of Oligonucleotides via Phosphoramidite Nucleosides and a High-Loaded Polystyrene Support in Solid Phase Synthesis of Peptides, Proteins, Nucleic Acids, Biological and Biomedical Applications, Collected Papers, Third International Symposium, (Epton R., Ed.), 1993, Oxford, U.K., Mayflower Worldwide Limited, Birmingham, 1994, 125-130.
  11. A. Andrus, presented at the 4th International Symposium on Solid Phase Synthesis, Edinburgh, 1995.
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