Technetium-99m labeled peptides for imaging

Details Technetium-99m labeled peptides for imaging Technetium-99m labeled peptides for imaging

1994-10-28

1999-02-02

Dees, Jose G.

Drug, bio-affecting and body treating compositions

Radionuclide or intended radionuclide containing; adjuvant...

In an organic compound

424 165, 424 91, 534 14, A61K 5100, A61M 3614

Patent

active

058660976

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

1. Field of the Invention
This invention relates to radiodiagnostic reagents and peptides, and methods for producing labeled radiodiagnostic agents. Specifically, the invention relates to technetium-99m (Tc-99m) labeled reagents, methods and kits for making such reagents, and methods for using such reagents. In particular, the invention relates to Tc-99m labeled peptides comprised of between 4 and 100 amino acid residues and covalently linked to a radioisotope complexing group.
2. Description of the Prior Art
The use of chelating agents for radiolabeling polypeptides is known in the prior art.
Byrne et al., U.S. Pat. No. 4,434,151 describe homocysteine thiolactone bifunctional chelating agents that can couple radionuclides to terminal amino-containing compounds capable of localizing in an organ or tissue to be imaged.
Fritzberg, U.S. Pat. No. 4,444,690 describes a series of technetium-chelating agents based on 2,3-bis(mercaptoacetamido)propanoate.
Gansow et al., U.S. Pat. No. 4,472,509 teach methods of manufacturing and purifying metal chelate-conjugated monoclonal antibodies.
Byrne et al., U.S. Patent Nos. 4,571,430 and 4,575,556 describe novel homocysteine thiolactone bifunctional chelating agents for chelating radionuclides that can couple radionuclides to terminal amino-containing compounds capable of localizing in an organ or tissue to be imaged.
Nicolotti et al., U.S. Pat. No. 4,861,869 describe bifunctional coupling agents useful in forming conjugates with biological molecules such as antibodies. This reference describes compounds such as S-benzoylmercaptoacetylglycylglycylglycine.
European Patent Application No. 84109831.2 describes technetium chelating complexes of bisamido-bisthio-ligands and salts thereof, used primarily as renal function monitoring agents.
European Patent Application No. 86100360.6 describes dithiol, diamino, or diamidocarboxylic acids or amine complexes useful for making technetium imaging agents.
European Patent Application No. 88104755.9 describes various S-protected mercaptoacetylglycylglycine chelating groups bound to large proteins such as antibodies.
Albert et al., UK Patent Application No. 8927255.3 disclose radioimaging using somatostatin derivatives such as octreotide labeled with .sup.111 In via a chelating group bound to the amino terminus.
Flanagan et al., European Patent Application No. 90306428.5 disclose Tc-99m labeling synthetic peptide fragments via a set of organic chelating molecules.
Albert et al., European Patent Application No. WO 91/01144 disclose radioimaging using radiolabeled peptides related to growth factors, hormones, interferons and cytokines and comprised of a specific recognition peptide covalently linked to a radionuclide chelating group.
Davison et al., Inorg. Chem. 20: 1629-1632 (1981) disclose oxotechnetium chelate complexes.
Fritzberg et al., J. Nucl. Med. 23: 592-598 (1982) disclose a technetium chelating agent based on N,N'-bis(mercaptoacetyl)-2,3-diaminopropanoate.
Byrne and Tolman, J. Nucl. Med. 24: P126 (1983) disclose a bifunctional thiolactone chelating agent for coupling Tc-99m to biological molecules.
Bryson et al., Inorg. Chem. 27: 2154-2161 (1988) describe thiolate ligands for complexing with technetium.
Bryson et al., Inorg. Chem. 29: 2948-2951 (1990) describe thiolate ligands for complexing with technetium.
Kwekkeboom et al., J. Nucl. Med. 32: 981 (1991) Abstract #305 relates to radiolabeling somatostatin analogues with .sup.111 In.
Albert et al., Abstract LM10, 12th American Peptide Symposium (1991) describe uses for .sup.111 In-labeled diethylenetriaminopentaacetic acid-derivatized somatostatin analogues.
A variety of radionuclides are known to be useful for radioimaging, including .sup.67 Ga, .sup.99m Tc (Tc-99m), .sup.111 In, .sup.123 I, .sup.125 I, .sup.169 Yb or .sup.186 Re. The sensitivity of imaging methods using radioactively-labeled peptides is much higher than other techniques known in the art, since the specific binding of the radioactive peptide concentrates the radioactive signal over

REFERENCES:
patent: 4434151 (1984-02-01), Byrne et al.
patent: 4444690 (1984-04-01), Fritzberg
patent: 4472509 (1984-09-01), Gansow et al.
patent: 4571430 (1986-02-01), Byrne et al.
patent: 4575556 (1986-03-01), Byrne et al.
patent: 4668503 (1987-05-01), Hnatowich
patent: 4732684 (1988-03-01), Tolman
patent: 4832940 (1989-05-01), Ege et al.
patent: 4861869 (1989-08-01), Nicolotti et al.
patent: 4925650 (1990-05-01), Nosco et al.
patent: 4943523 (1990-07-01), Stavrianopoulos
patent: 4965392 (1990-10-01), Fritzberg et al.
patent: 4986979 (1991-01-01), Morgan, Jr. et al.
patent: 5061641 (1991-10-01), Schochat et al.
patent: 5091514 (1992-02-01), Fritzberg et al.
patent: 5095111 (1992-03-01), Lever et al.
patent: 5112953 (1992-05-01), Gustavson et al.
patent: 5175257 (1992-12-01), Kasina et al.
patent: 5180816 (1993-01-01), Dean et al.
patent: 5196515 (1993-03-01), Lever et al.
patent: 5248764 (1993-09-01), Flanagan et al.
patent: 5393512 (1995-02-01), Vanderheyden et al.
patent: 5443815 (1995-08-01), Dean et al.
patent: 5508020 (1996-04-01), Dean et al.
patent: 5552525 (1996-09-01), Dean
patent: 5561220 (1996-10-01), Dean et al.
Rhodes, 1974, "Considerations in the Radiolabeling of Albumin", Sem. Nucl. Med. 4: 281-293.
Pritchard et al., 1976, "Indium-111 Labeled Antibody Heacy Metal Chelate Conjugates: A Potential Alternative to Radioiodination", Proc. Soc. Exp. Biol. Med. 151: 297-302.
Davidson et al., 1981, "A New Class of Oxotechnetium(5 .times.) Chelate Complexes containing a TcON.sub.2 S.sub.2 Core", Inorg. Chem. 20: 1629-1632.
Fritzberg et al., 1982, "Synthesis anbd Biological Evaluation of Tc-99m N,N'-Bis(mercaptoacetyl)-2,3-diaminopropanoate: A Potential Replacement
Khaw et al., 1982, "Technetium-99m Labeling of Antibodies to Cardiac Myosin Fab and to Human Fibrinogen", J. Nucl. Med. 23:1011-1019.
Bryne and Tolman, 1983, "Technetium-99m Bifunctional Chelating Agent--Thiolactone for Coupling to Biomolecules, N.sub.2 S.sub.2 Ligand for Chelation to Technetium", J. Nucl. Med. 24: P126.
Bryson et al., 1988, "Neutral Technetium(V) Complexes with Amide-Thiol-Thioether Chelating Ligands", Inorg. Chem, 27: 2154-2161.
Misra et al., 1989, "Synthesis of a Novel Diaminodithiol Ligand for Labeling Proteins and Small Molecules with Technetium-99m", Tet. Lett. 30:1885-1888.
Bryson et al., 1990, "Protecting Groups inb the Preparation of Thiolate Complexes of Technetium", Inorg. Chem, 29: 2948-2951.
Knight et al., 1990, "Thrombus Imaging with Tc-99m Synthetic peptides Reactive with Activated Platelets", J. Nucl. Med. 31: 757 #209.
Schwartz et al., 1991, "Preparation of Hydrazino-Modified Proteins and Their Use for the Synthesis of .sup.99m Tc-Protein Conjugates", Bioconjugate Chem. 2: 333. Scintigraphy in Neuro-endocrine Tumors", J.Nucl. Med. 32: 981, Abstract #305.
Albert et al., 1991, "A Somatostatin Ananlogue to Image (SDZ 215-811)", Abstract LM10, 12th American Peptide Symposium.
Cox et al., 1991, "Technetium Labeled Somatostatin: A Potential Agent for In Vivo Tumor Localization", Abstract, 7th International Symposium on Radiopharmacology, p. 16.
Park et al (1985), Int. J. Nucl. Med. Biol., vol. 12, No. 1, pp. 3-8, "The Labeling of High Affinity Sites of Antibodies with 99m-Tc."
Fischman et al (1993), J. Nucl. Med. vol. 34, No. 12, pp. 2253-2263, "A Ticket to Ride: Peptide Radiopharmaceuticals."
Hnatowich et al (1983), Science, vol. 220, pp. 613-615, "Radioactive Labeling of Antibody: A Simple and Efficient Method."
Childs et al (1985), J. Nucl. Med. vol. 26, pp. 293-299, "Optimum Conditions for Labeling of DTPA--Coupled Antibodies with Technetium-99m."
Rhodes et al (1986), J. Nucl. Med. vol. 27, pp. 685-693, "Technetium -99m Labeling of Murine Monoclonal Antibody Fragments."

Affiliated with

Also associated with

Rating

Technetium-99m labeled peptides for imaging does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Technetium-99m labeled peptides for imaging, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Technetium-99m labeled peptides for imaging will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1114429