Methods and compositions for F-18 labeling of proteins,...

Drug – bio-affecting and body treating compositions – Radionuclide or intended radionuclide containing; adjuvant... – In an organic compound

Reexamination Certificate

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C424S001110, C424S001650, C424S001690, C424S001810, C424S001850

Reexamination Certificate

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07993626

ABSTRACT:
The present application discloses compositions and methods of synthesis and use of F-18 labeled molecules of use, for example, in PET imaging techniques. The labeled molecules may be peptides or proteins, although other types of molecules may be labeled by the described methods. Preferably, the F-18 may be conjugated to a targeting molecule by formation of a metal complex and binding of the F-18-metal complex to a chelating moiety. Alternatively, the metal may first be conjugated to the chelating group and subsequently the F-18 bound to the metal. In other embodiments, the F-18 labeled moiety may comprise a targetable construct used in combination with a bispecific or multispecific antibody to target F-18 to a disease-associated antigen, such as a tumor-associated antigen. The F-18 labeled targetable construct peptides are stable in serum at 37° C. for a sufficient time to perform PET imaging analysis.

REFERENCES:
patent: 5256395 (1993-10-01), Barbet et al.
patent: 5446147 (1995-08-01), Kung et al.
patent: 6056939 (2000-05-01), Desreux et al.
patent: 6207858 (2001-03-01), Chinn et al.
patent: 6605615 (2003-08-01), Medina et al.
patent: 6838073 (2005-01-01), Collins et al.
patent: 6953567 (2005-10-01), Griffiths et al.
patent: 7011816 (2006-03-01), Griffiths et al.
patent: 7081452 (2006-07-01), Brechbiel et al.
patent: 7163935 (2007-01-01), Brechbiel et al.
patent: 7563433 (2009-07-01), McBride et al.
patent: 7597876 (2009-10-01), McBride et al.
patent: 7842279 (2010-11-01), McBride et al.
patent: 2002/0006379 (2002-01-01), Hansen et al.
patent: 2003/0064523 (2003-04-01), Popov et al.
patent: 2005/0136001 (2005-06-01), McBride et al.
patent: 2006/0140858 (2006-06-01), Goldenberg et al.
patent: 2006/0228300 (2006-10-01), Chang et al.
patent: 2008/0027220 (2008-01-01), Stossel et al.
patent: 2008/0038191 (2008-02-01), Perrin et al.
patent: 2008/0089838 (2008-04-01), Hansen et al.
patent: 2008/0170989 (2008-07-01), McBride et al.
patent: 2007027385 (2007-03-01), None
patent: 2008088648 (2008-07-01), None
Cai et al. “Chemistry with [18F]Fluoride Ion” Eur. J. Org. Chem. 2008, pp. 2853-2873.
Clark et al. “The Preparation of Fluorine-18 Labelled Compounds Using a Recirculatory Neon Target” Radiochem. Radioanal. Letters 14(2):101-108 (1973).
Imahori et al. “Fluorine-18-Labeled Fluoroboronophenylalanine PET in Patients with Glioma” J Nucl Med 1998; 39:325-333.
Mamat et al. “Recent Applications of Click Chemistry for the Synthesis of Radiotracers for Molecular Imaging” Mini-Reviews in Organic Chemistry, 2009, vol. 6, pp. 21-34.
Marik et al. “Click for PET: rapid preparation of [18F]fluoropeptides using Cul catalyzed 1,3-dipolar cycloaddition” Tetrahedron Letters 47 (2006) 6681-6684.
McBride et al. “A new method of labeling peptides and proteins with F-18 via a metal ligand” Abstract #384, J Nucl Med. 2008; 49 (Supplement 1):97P.
McBride et al. “A new method of labeling peptides and proteins with F-18 via a metal ligand”, PowerPoint Presentation, 55th SNM Annual Meeting, New Orleans, LA, Jun. 17, 2008.
McBride et al. “A New Method of Labeling Peptides with F-18 Via a Metal Ligand”, Abstract #04, Cancer Biother Radiopharm Aug. 2008; 23(4): 514.
McBride et al. “A New Method of Labeling Peptides with F-18 Via a Metal Ligand” Abstract #68, 19th Winter Fluorine Conference (Jan. 11-16, 2009) Abstract Book, p. 32.
McBride et al. “A New Method of Labeling Peptides with F-18 Via a Metal Ligand” PowerPoint Presentation, 19th Winter Fluorine Conference, St. Pete Beach, FL, Jan. 13, 2009.
Miller et al. “Synthesis of 11C, 18F, 15O, and 13N Radiolabels for Positron Emission Tomography” Angew. Chem. Int. Ed. 2008, vol. 47, pp. 8998-9033.
Schirrmacher et al. “Recent Developments and Trends in 18F-Radiochemistry: Syntheses and Applications” Mini-Reveiws in Organic Chemistry, 2007, vol. 4, pp. 317-329.
Ting et al. “Toward [18F]-Labeled Aryltrifluoroborate Radiotracers: In Vivo Positron Emission Tomography Imaging of Stable Aryltrifluoroborate Clearance in Mice” J. Am. Chem. Soc. 2008, 130, 12045-12055.
Ting et al. “Arylfruoroborates and Alkylfluorosilicates as Potential PET Imaging Agents: High-Yielding Aqueous Biomolecular 18F-Labeling” J. Am. Chem. Soc. 2005, 127, 13094-13095.
Wagner, Henry N. “Advancing a Molecular Theory of Disease”, J Nulc Med 49(8):15N-34N. (2008).
International Patent Appl. No. PCT/US08/62108 titled “Improved Methods and Compositions for F-18 Labeling of Proteins, Peptides and Other Molecules” filed Apr. 30, 2008.
Karacay et al. “18F labeling of a peptide for PET imaging of receptor-expressing tumors” Abstract # 1567, 2009 SNM Annual Meeting Scientific Abstracts 50(Suppl. 2), p. 318P, May 2009.
McBride et al. “A novel method of radiolabeling peptides with aluminium-fluoride-18 (AIF-18) using various NOTA derivatives” Abstract # 202, 2009 SNM Annual Meeting Scientific Abstracts 50(Suppl. 2), pp. 52P-53P, May 2009.
Schoffelen et al. “Pretargeted immunoPET for imaging colorectal cancer in a mouse model” Abstract # 381, 2009 NM Annual Meeting Scientific Abstracts 50(Suppl. 2), pp. 100P, May 2009.
Wester et al. “Fluorine-18 Labeling of Peptides and Proteins”, Review, Ernst Schering Res. Found. Workshop 62:79-111 (2007).
Murata et al., “Formation of the Stable Myosin-ADP-Aluminum Fluoride and Myosin-ADP-Beryllium Fluoride Complexes and Their Analysis Using 19F NMR”, J. Biol. Chem. 268(10):7093-7100 (1993).
International Search Report for PCT/US09/42333, filed Apr. 30, 2009, date of mailing Nov. 13, 2009.

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