Surface-functionalized carrier material and solid phase...

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Synthesis of peptides

Reexamination Certificate

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C435S181000, C436S532000, C530S335000, C530S337000, C530S402000, C530S816000

Reexamination Certificate

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07423117

ABSTRACT:
The invention concerns a novel surface-functionalized carrier material with a polymeric surface and at least one linker compound according to the general formula (I), which is covalently bound to the surface. In the formula, P indicates the polymeric surface; R2has the meaning OR4or NR4R5and R1, R4and R5, independently of one another, indicate H, an alkyl group or an aryl group; R3indicates H, an alkyl, an aryl, an acyl, an alkoxycarbonyl or an aryloxycarbonyl group; and the alkyl, aryl, acyl, alkoxycarbonyl and/or aryloxycarbonyl group of the radicals R1, R3, R4and R5, independently of one another, are substituted or unsubstituted. The material according to the invention can be very easily produced by photochemical coupling and serves for the solid-phase synthesis of amino acids, peptides, proteins or molecules with at least one peptidic structural unit.

REFERENCES:
patent: 5389533 (1995-02-01), von Gentzkow et al.
Dörwald, ‘Organic Synthesis on Solid Phase,’ p. 414-47, Wiley Publish. Co. Chemistry, Weinheim, Germany (2000).
Arshady et al., ‘Peptide Synthesis. Part 1. Preparation and Use of Polar Supports based on Poly(dimethylacrylamide),’ J. Chem. Soc. Perkin Trans. I, 529-37 (1981).
Matsueda et al., ‘Solid Phase Peptide Synthesis by Oxidation-Reduction Condensation,’ J. Am. Chem. Soc., 97:2573-5 (1975).
Carpino et al., ‘The 9-Fluorenylmethoxycarbonyl Amino-Protecting Group,’ J. Org. Chem., 37(22):3404-9 (1972).
Letsinger et al., ‘Popcorn polymer as a Support in Multistep Syntheses,’ J. Am. Chem. Soc., 85:304506 (1963).
Merrifield, ‘Solid Phase Peptide Synthesis. I. The Synthesis of a Tetrapeptide,’ J. Am. Chem. Soc., 85:2149-54 (1963).

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