Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving antigen-antibody binding – specific binding protein...
Reexamination Certificate
2005-03-29
2005-03-29
Celsa, Bennett (Department: 1639)
Chemistry: molecular biology and microbiology
Measuring or testing process involving enzymes or...
Involving antigen-antibody binding, specific binding protein...
C435S091500, C530S329000, C530S330000, C530S331000
Reexamination Certificate
active
06872536
ABSTRACT:
Radiopharmaceuticals comprising molecules that target to N-formyl-methionyl-leucy-phenylalanine (fMLF) receptor on leukocytes in order to target sites of inflammation for diagnostic imaging are described. The targeting molecules are attached to capping groups that make the entire molecule either antagonists or weak agonists of fMLF receptor and therefore do not elicit a chemotactic response resulting in neutropenia. The preferred targeting molecule is ReO-Gly-lys(Dimethylgly-t-Butylgly-cys-gly)glu-trp-phe-leu-nle-NHCOcyclopropyl (wherein the peptide sequence NLeu-Leu-Phe-Trp-Glu-Lys-Gly is SEQ. ID No. 1.) The invention also relates to the use of combinatorial chemistry to obtain preferred molecules that target sites of inflammation for diagnostic imaging.
REFERENCES:
patent: 5480970 (1996-01-01), Pollak et al.
patent: 5789555 (1998-08-01), Pollak et al.
patent: 0398143 (1990-11-01), None
patent: 9517419 (1995-06-01), None
patent: 9714443 (1997-04-01), None
Baidoo et al., Bioconj. Chem. vol. 9 (Feb. 1998) pp. 208-217.*
Francis et al. JACS vol. 118, No. 37 (1996) pp. 8983-8984.*
Ali H., Richardson R.M., Tomhave E.D., Didsbury J.R. & Snyderman R. (1993). Differences in phosphorylation of formylpeptide and C5a chemoattractant receptors correlate with differences in desensitization.JBiol. Chem.,268, 24247-24254.
Amatruda T.T., Dragas-Graonic S., Holmes R. & Perez H.D. (1995). Signal transduction by the formyl peptide receptor. Studies using chimeric receptors and site-directed mutagenesis define a novel domain for interaction with G-proteins.J. Bio Chem.,270, 28010-28013.
Aswanikumar S., Corcoran B., Schiffmann E., Day A.R., Freer R.J., Showell H.J. & Becker E.L. (1977). Demonstration of a receptor on rabbit neutrophils for chemotactic peptides,Biochem.Biophys.Res.Commun.,74, 810-817.
Babich J.W., Solomon H., Pike M.C., Kroon D., Graham W., Abrams M.J., Tompkins R.G., Rubin R.H. & Fischman A.J. (1993). Technetium-99m-labeled hydrazino nicotinamide derivatized chemotactic peptide analogs for imaging focal sites of bacterial infection.J.Nucl.Med.,34, 1964-1974.
Babich J.W., Graham W., Barrow S.A., Dragotakes S.C., Tompkins R.G., Rubin R.H. & Fischman A.J. (1993). Technetium-99m-labeled chemotactic peptides: comparison with indium-111-labeled white blood cells for localizing acute bacterial infection in the rabbit.J.Nucl.Med.,34, 2176-2181.
Babich J.W., Tompkins R.G., Graham W., Barrow S.A. & Fischman A.J. (1997). Localization of radiolabeled chemotactic peptide at focal sites ofEscherichia coliinfection in rabbits: evidence for a receptor-specific mechanism [see comments].J.Nucl.Med.,38,1316-1322.
Baggiolini M., Boulay F., Badwey J.A. & Curnutte J.T. (1993). Activation of neutrophil leukocytes: chemoattractant receptors and respiratory burst.FASEB J.,7, 1004-1010.
Bentwood B.J. & Henson P.M. (1980). The sequential release of granule constituents from human neutrophils.J.Immunol.,124, 855-862.
Boulay F., Tardif M., Brouchon L. & Vignais P. (1990). The human N-formlypeptide receptor. Characterization of two cDNA isolates and evidence for a new subfamily of G-protein-coupled receptors.Biochemistry,29, 11123-11133.
Carp, H. (1982). Mitochondrial N-formylmethionyl proteins as chemoattractants for neutrophils.J. Exp. Med.,155, 264-275.
Chatham W.W., Turkiewicz A. & Blackburn W.D.J. (1994). Determinants of neutrophil HOCI generation: ligand-dependent responses and the role of surface adhesion.J.Leukoc.Biol.,56, 654-660.
Chen Q., Banick P.D. & Thom S.R. (1996). Functional inhibition of rat polymorphonuclear leukocyte B2 integrins by hyperbaric oxygen is associated with impaired cGMP synthesis.J.Pharmacol.Exp.Ther.,276, 929-933.
Day A.R., Pinon D., Muthukumaraswamy N. & Freer R.J. (1980). Synthesis of several chemotactic peptide antagonists.Peptides,1, 289-291.
Derian C.K., Solomon H.F., Higgins J.D., Beblavy M.J., Santulli R.J., Bridger G.J., Pike M.C., Kroon D.J. & Fischman A.J. (1996). Selective inhibition of N-formylpeptide-induced neutrophil activation by carbamate-modified peptide analogues.Biochemistry,35, 1265-1269.
Dillon S.B., Verghese M.W. & Snyderman R. (1988). Signal transduction in cells following binding of chemoattractants to membrane receptors.Virchows Arch.B.Cell Pathol.Incl.Mol.Pathol.,55, 65-80.
English D. & Lukens J.N. (1983). Regulation of neutrophil inflammatory mediator release: chemotactic peptide activation of stimulus-dependent cytotoxicity.J.Immunol.,130, 850-856.
Fay S.P., Domalewski M.D. & Sklar L.A. (1993). Evidence for protonation in the human neutrophil formyl peptide receptor binding pocket.Biochemistry,32, 1627-1631.
Fischman, A.J., Babich, J.W., & Rubin, R.H. (1994). Infection imaging with technetium-99m-labeled chemotactic peptide analogs.Semin. Nucl. Med.,24, 154-168.
Fischman A.J., Pike M.C., Kroon D., Fucello A.J., Rexinger D., Ten K.C., Wilkinson R., Rubin R.H. & Strauss H.W. (1991). Imaging focal sites of bacterial infection in rats with indium-111-labeled chemotactic peptide analogs [see comments].J.NuclMed.,32, 483-491.
Follin P., Johansson A. & Dahlgren C. (1991). Intracellular production of reactive oxygen species in human neutrophils following activation by the soluble stimuli FMLP, dioctanoylglycerol and ionomycin.Cell Biochem Funct.,9, 29-37.
Freer R.J., Day A.R., Radding J.A., Schiffmann E., Aswanikumar S., Showell H.J. & Becker E.L. (1980). Further studies on the structural requirements for synthetic peptide chemoattractants.Biochemistry,19, 24042410.
Freer R.J., Day A.R., Muthukumaraswamy N., Pinon D., Wu A., Showell H.J. & Becker E.L. (1982). Formyl peptide chemoattractants: a model of the receptor on rabbit neutrophils.Biochemistry,21, 257-263.
Gao J.L., Becker E.L., Freer R.J., Muthukumaraswamy N. & Murphy P.M. (1994). A high potency nonformylated peptide agonist for the phagocyte N-formylpeptide chemotactic receptor.J.Exp.Med.,180, 2191-2197.
Hampton M.B., Kettle A.J. & Winterbourn C.C. (1996). Involvement of superoxide and myeloperoxidase in oxygen-dependent killing ofStaphylococcus aureusby neutrophils.Infect.Immun.,64, 3512-3517.
Higgins J.D., Bridger G.J., Der'Ian C.K., Beblavy M.J., Hernandez P.E., Gaul F.E., Abrams M.J., Pike M.C. & Solomon H.F. (1996). N-terminus urea-substituted chemotactic peptides: new potent agonists and antagonists toward the neutrophil fMLF receptor.J.Med.Chem.,39, 1013-1015.
Ho P.P., Young A.L. & Southard G.L. (1978). Methyl ester of N-formylmethionyl-leucyl-phenylalanine: chemotactic responses of human blood monocytes and inhibition of gold compounds.Arthritis Rheum.,21, 133-136.
Hoffman J.F., Keil M.L., Riccobene T.A., Omann G.M. & Linderman J.J. (1996a). Interconverting receptor states at 4 degrees C for the neutrophil N-formyl peptide receptor.Biochemistry,35, 13047-13055.
Jesaitis A.J., Naemura J.R., Sklar L.A., Cochrane C.G. & Painter R.G. (1984). Rapid modulation of N-formyl chemotactic peptide receptors on the surface of human granulocytes: formation of high-affinity ligand-receptor complexes in transient association with cytoskeleton.J.Cell Biol,98, 1378-1387.
Johansson B., Wymann M.P., Holmgren-Peterson K. & Magnusson K.E. (1993). N-formyl peptide receptors in human neutrophils display distinct membrane distribution and lateral mobility when labeled with agonist and antagonist.J. Cell Biol.,121, 1281-1289.
Kalmar, J & Van Dyke, T. (1994). Effect of Bacterial Products on Neutrophil Chemotaxis.Meth. Enzym.,236, 58-87.
Kanamori Y., Niwa M., Kohno K., Al-Essa L.Y., Matsuno H., Kozawa O. & Uematsu T. (1997). Migration of neutrophils from blood to tissue: alteration of modulatory effects of prostanoid on superoxide generation in rabbits and humans.Life Sci.,60, 1407-1417.
Korchak H.M., Wilkenfeld C., Rich A.M., Radin A.R., Vienne K. & Rutherford L.E. (1984). Stimulus response coupling in the human neutrophil. Differential requirements for receptor occupancy in neutrophil responses to a chemoattractant.J.Biol.Chem.,259, 7439-7445.
Luscinskas, F. W., C
Lawrence Betty Chee-Ion
Pollack Alfred
Pollock Catherine Michelle
Ribic Christine Maria
Roe David
Bracco Imaging S.p.A.
Celsa Bennett
Kramer Levin Naftalis & Frankel LLP
LandOfFree
Chemotactic peptide antagonists for imaging sites of... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Chemotactic peptide antagonists for imaging sites of..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Chemotactic peptide antagonists for imaging sites of... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3441485