Pentapeptide with specific conformaton, its production and use

C - Chemistry – Metallurgy – 07 – K

Patent

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Details

C07K 7/64 (2006.01) A61K 38/12 (2006.01) C07K 1/00 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2113313

PENTAPEPTIDE WITH SPECIFIC CONFORMATION, ITS PRODUCTION AND USE ABSTRACT Cyclic pentapeptides having a .gamma.-turn and a .beta.-turn wherein the cyclic pentapeptide has the following formula (I) Cyclo(-A1-A2-A3-A4-A5-) (I) wherein A1, A2, A3, A4 and A5 are amino acid residues; said pentapeptide comprising amino acid residues in positions 1-2-3 to form a .gamma.-turn, and amino acid residues in positions 3-4-5-1 to form a .beta.-turn in combination with the y-turn; in which D-.alpha.-amino acid residues are selected for A1, A3 and A5 and L-.alpha.-amino acid residues are selected for A2 and A4 or wherein L-.alpha.-amino acid residues are selected for A1, A3 and A5 and D-.alpha.-amino acid residues are selected for A2 and A4; are provided. Compounds having .gamma.-turns and .beta.-turns can be systhesized, regardless of the kinds of amino acid residues, and it is possible to synthesize compounds in which desired amino acid residues are introduced into sites of .beta.-turn and .gamma.-turn based on their importance from the viewpoint of biological activity. The present invention is therefore available for design of compounds having biological activity.

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