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Details for Patent: 5,654,272

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Details for Patent: 5,654,272

Title: Technetium-99m labeled polypeptides for imaging
Abstract:The invention relates to radiolabeled imaging of a mammalian body. The invention in particular provides for reagents labeled with technetium-99m for such imaging. The invention provides peptides which bind technetium-99m and which can be targeted to specific sites within a mammalian body.
Inventor(s): Dean; Richard T. (Bedford, NH)
Assignee: Diatide, Inc. (Londonderry, NH)
Filing Date:Jun 22, 1994
Application Number:08/263,758
Claims:1. A scintigraphic imaging agent for imaging target sites within a mammalian body that is a polypeptide reagent having an amino acid sequence of 6 to 100 amino acids, wherein the reagent is bound to technetium-99m, and wherein the reagent is a combination of:

(a) a specific binding peptide that specifically binds to the target site to be imaged and

(b) a technetium binding moiety of the formula

wherein Cp is a protected cysteine amino acid residue and (aa) is any amino acid and wherein the technetium binding moiety is covalently bound to the specific binding peptide.

2. A complex formed by reacting a polypeptide reagent having an amino acid sequence of 6 to 100 amino acids, wherein the reagent is a combination of:

(a) a specific binding peptide that specifically binds to the target site to be imaged and

(b) a technetium binding moiety of the formula

wherein Cp is a protected cysteine amino acid residue and (aa) is any amino acid and wherein the technetium binding moiety is covalently bound to the specific binding peptide, with technetium-99m in the presence of a reducing agent.

3. The complex of claim 2, wherein the said reducing agent is selected from the group of a dithionite ion, a stannous ion, or a ferrous ion.

4. A complex formed by labeling a polypeptide reagent having an amino acid sequence of 6 to 100 amino acids, wherein the reagent is a combination of:

(a) a specific binding peptide that specifically binds to the target site to be imaged and

(b) a technetium binding moiety of the formula

wherein Cp is a protected cysteine amino acid residue and (aa) is any amino acid and wherein the technetium binding moiety is covalently bound to the specific binding peptide, with technetium-99m through ligand exchange of a prereduced technetium-99m complex.

5. A technetium-99m labeled polypeptide reagent according to claim 1 wherein the specific binding peptide and the Cp(aa)Cp moiety are covalently linked through an amino acid or a peptide.

6. A technetium-99m labeled polypeptide reagent according to claim 1 wherein the sidechain sulfur atom of the cysteine residue of the technetium binding moiety is protected by a protecting group of the formula

where R is a lower alkyl having 1 to 6 carbon atoms, phenyl, or phenyl substituted with lower alkyl, hydroxy, lower alkoxy, carboxy, or lower alkoxycarbonyl, or 2-,3-,4-pyridyl.

7. A technetium-99m labeled polypeptide reagent according to claim 1 wherein the Cp(aa)Cp moiety has the formula: ##STR8##

8. A technetium-99m labeled polypeptide reagent according to claim 1 wherein the specific binding peptide is selected from the group consisting of peptides having the amino acid sequence: ##STR9##
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