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Details for Patent: 5,820,845

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Details for Patent: 5,820,845

Title: Somatostatin-derived peptides for imaging and therapeutic uses
Abstract:This invention relates to therapeutic reagents and peptides, radiodiagnostic reagents and peptides, and methods for producing labeled radiodiagnostic agents. Specifically, the invention relates to peptide derivatives and analogs of somatostatin, and embodiments of such peptides labeled with technetium-99m (Tc-99m), as well as methods and kits for making, radiolabeling and using such peptides to image sites in a mammalian body. The invention also relates to peptide derivatives and analogues of somatostatin labeled with rhemium-186 (.sup.186 Re) and rhenium-188 (.sup.188 Re), and methods and kits for making, radiolabeling and using such peptides therapeutically in a mammalian body.
Inventor(s): Dean; Richard T. (Bedford, NH), Lister-James; John (Bedford, NH)
Assignee: Diatide, Inc. (Londonderry, NH)
Filing Date:Jun 06, 1995
Application Number:08/466,100
Claims:1. A peptide having a formula: ##STR9## wherein R.sup.1 and R.sup.2 are independently H, lower alkyl or substituted alkyl, aryl or substituted aryl;

R.sup.3 and R.sup.4 are each independently H, lower alkyl or substituted alkyl, aryl or substituted aryl, or either R.sup.3 or R.sup.4 are N(R.sup.10).sub.2, where each R.sup.10 is independently H, lower alkyl or a peptide sequence of no more than 10 amino acids, and m is an integer between 0 and 3;

X.sup.1 and X.sup.2 are each independently a D- or L- amino acid, and n and q are independently either 0 or 1;

A.sup.1 is D- or L-Phe or D- or L-Tyr or a substituted derivative thereof;

A.sup.2 is D- or L-Trp or a substituted derivative thereof;

A.sup.3 is D- or L-Lys or a substituted derivative thereof;

A.sup.4 is Thr, Ser, Val, Phe, Ile or Aib;

X.sup.3 is H, --COOR.sup.9, --CH.sub.2 OH, CH.sub.2 COOR.sup.9, or --CON(R.sup.9).sub.2, where each R.sup.9 is independently H, lower linear or cyclic alkyl or a substituted derivative thereof, or a peptide having an amino acid sequence of no more than 10 residues;

R.sup.5 and R.sup.6 are each independently H or lower alkyl and p is either 0, 1 or 2; and R.sup.7 and R.sup.8 are independently H, lower alkyl or substituted lower alkyl, or either R.sup.7 or R.sup.8 are --COOH or a derivative thereof, wherein said peptide binds somatostatin receptor.

2. A pharmaceutical composition comprising the peptide of claim 1 and a pharmaceutically acceptable carrier.

3. The peptide of claim 1, wherein A.sup.1 is phenylalanine or tyrosine, A.sup.2 is tryptophan, A.sup.3 is lysine, and A.sup.4 is threonine or valine.

4. A somatostatin receptor-binding peptide having a formula selected from the group consisting of: ##STR10##
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