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(12) United States Patent (10) Patent No.: US 9.213,027 B2 Doranz Et Al

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(12) United States Patent (10) Patent No.: US 9.213,027 B2 Doranz Et Al USOO9213027B2 (12) United States Patent (10) Patent No.: US 9.213,027 B2 DOranz et al. (45) Date of Patent: Dec. 15, 2015 (54) LIPOPARTICLES COMPRISING PROTEINS, A61 K 2039/55533 (2013.01); A61 K 2039/55555 METHODS OF MAKING, AND USING THE (2013.01); A61 K 2039/64 (2013.01); C12N SAME 2710/10343 (2013.01); C12N 27.10/16422 (2013.01); C12N 27.10/16434 (2013.01); C12N (71) Applicant: Integral Molecular, Inc., Philadelphia, 27.10/24143 (2013.01); C12N 2740/13022 PA (US) (2013.01); C12N 2760/18522 (2013.01); C12N 2770/36122 (2013.01); G0IN 2333/726 (72) Inventors: Benjamin J. Doranz, Drexel Hill, PA (2013.01); G0IN 2500/00 (2013.01) (US); Sharon Willis, Wayne, PA (US) (58) Field of Classification Search None (73) Assignee: Integral Molecular, Inc., Philadelphia, See application file for complete search history. PA (US) (56) References Cited (*) Notice: Subject to any disclaimer, the term of this patent is extended or adjusted under 35 U.S. PATENT DOCUMENTS U.S.C. 154(b) by 147 days. 5,175,099 A 12, 1992 Wills 6,376,236 B1 4/2002 Dubensky et al. (21) Appl. No.: 14/069,696 6,583,121 B1 6/2003 Johnston et al. 2002/0183247 A1 12/2002 Doms et al. (22) Filed: Nov. 1, 2013 FOREIGN PATENT DOCUMENTS (65) Prior Publication Data WO 96.16087 5, 1996 US 2014/O135230 A1 May 15, 2014 WO WOO1/O2551 1, 2001 OTHER PUBLICATIONS Related U.S. Application Data Narayan, P. et al., Expression of functional lutropin/ (62) Division of application No. 10/901,399, filed on Jul. choriogonadotropin receptor in the baculovirus system, Molecular 28, 2004, now Pat. No. 8,574,590. and Cellular Endocrinology, 1996; 117:95-100. Margulies, B.J., et al., Identification of the Human Cytomegalovirus (60) Provisional application No. 60/509,575, filed on Oct. 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Masuda, K., et al., A Combinatorial G Protein-coupled Receptor Reconstitution System on Budded Baculovirus, Journal of Biological Chemistry, Jul. 4, 2003:278(27): 14552-24562. (51) Int. Cl. Schubert et al., Insertion of the human immunodeficiency virus CD4 GOIN33/53 (2006.01) receptor into the envelope of vesicular stomatitis, J. Virology, 66(3): A6 IK 39/2 (2006.01) 1579-1589 (1992). GOIN33/543 (2006.01) Choe H., et al., The beta-chemokine receptors CCR3 and CCR5 A6 IK 39/245 (2006.01) facilitate infection by primary HIV-1 isolates, Cell, 85:1135-1148 A 6LX39/39 (2006.01) (1996). Office Action Mailed Nov. 17, 2004 for U.S. Appl. No. 10/032,311 A6 IK 47/48 (2006.01) entitled "Lipoparticle comprising a protein and methods of making A6 IK 49/00 (2006.01) and using the same'. C07K I4/005 (2006.01) C07K 6/28 (2006.01) (Continued) C07K 16/32 (2006.01) GOIN33/569 (2006.01) Primary Examiner — Stacy B Chen GOIN33/58 (2006.01) (74) Attorney, Agent, or Firm — Pepper Hamilton LLP GOIN33/68 (2006.01) A61 K39/00 (2006.01) (57) ABSTRACT (52) U.S. Cl. The present invention relates to lipoparticles. The invention CPC ............ G0IN33/5432 (2013.01); A61K39/12 also relates to producing lipoparticles. The invention further (2013.01); A61K 39/245 (2013.01); A61 K relates to lipoparticles comprising a viral structural protein. 39/39 (2013.01); A61K47/48.776 (2013.01); The invention further relates to a lipoparticle comprising a A61K 49/0002 (2013.01); C07K 14/005 membrane protein, and the lipoparticle can be attached to a (2013.01); C07K 16/2812 (2013.01); C07K sensor surface. The invention further relates to methods of I6/2851 (2013.01); C07K 16/2866 (2013.01); producing and using the lipoparticle to, inter alia, assess C07K 16/32 (2013.01); G0IN33/569 protein binding interactions. (2013.01); G0IN33/586 (2013.01); G0IN 33/6872 (2013.01); A61 K 2039/5258 (2013.01); 20 Claims, 32 Drawing Sheets US 9.213,027 B2 Page 2 (56) References Cited Bastiani et al., “Host cell-dependent alterations in Envelope compo nents of human immunodeficiency virus type 1 virions.” Journal of OTHER PUBLICATIONS Virology, 1997, vol. 71, pp. 3444-3450. Office Action Mailed Jun. 2, 2005 for U.S. Appl. No. 10/032,311 Bechor et al., “Recombinant microorganisms as environmental entitled "Lipoparticle comprising a protein and methods of making biosensors: pollutants detection by Escherichia coli bearing and using the same'. fabA':lux fusions,” J Biotechnol. (2002) 14:94(1): 125-32. Office Action Mailed Mar. 22, 2006 for U.S. Appl. No. 10/032,311 Belgrader, et al., “PCR detection of bacteria in seven minutes.” Sci entitled "Lipoparticle comprising a protein and methods of making ence, (1999) 284, 449-450. and using the same'. Belgrader, et al., “A reusable flow-through polymerase chain reaction Office Action Mailed Oct. 17, 2006 for U.S. Appl. No. 10/032,311 instrument for the continuous monitoring of infectious biological entitled "Lipoparticle comprising a protein and methods of making agents.” Anal Chem 2003, vol. 75, pp. 3446-3450. and using the same'. Belkin, S. "Microbial whole-cell sensing systems of environmental Final Office Action Mailed Apr. 9, 2007 for U.S. Appl. No. pollutants.” Curr Opin Microbiol. 2003, vol. 6, pp. 206-212. 10/032,311 entitled "Lipoparticle comprising a protein and methods Bennett et al., “Amino Acids Encoded Downstream of gag Are Not of making and using the same'. 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Okimoto et al., “VSV-G envelope glycoprotein forms complexes pp. 657-700. with plasmid DNA and MLV retrovirus-like particles in cell-free Bergman, et al., “Vesicular stomatitis virus expressing a chimeric conditions and e3.nhances DNA transfection.” Molecular Therapy, Sindbis glycoprotein containing an Fc antibody binding domain tar (Sep. 2001); 4(3) 232-238. gets to Her2/neu overexpressing breast cancer cells.” Virology Rice et al., “Inhibition of HIV-1 replication in alveolar macrophages (2003), vol. 316, pp. 337-347. by adenovirus gene transfer vectors.” Am J Respir Cell Miol Biol. Berson, et al., “A Seven-transmembrane domain receptor involved in Aug. 2002; 27(2):214-219. fusion and entry of T-cell-tropic human immunodeficiency virus type Shiver et al., “Replication-incompetent adenoviral vaccine vect 1 strains,” Journal of Virology 1996, vol. 70, pp. 6288-6295. 415 (6869):331-5or elicits effective anti-immunodeficiency-virus immunity.” Nature (Jan. 2002). Bieganski et al., "Stabilization of active recombinant retroviruses in Mills et al., “HIV p24-specific helper T cell clones from immunized an amorphous dry state with trehalose.” Biotechnol Prog (1998), vol. primates recognize highly conserved regions of HIV-1. J Immunol 14, pp. 615-620. (1990) 144(5):1677-1683. Bieri et al., “Micropatterned immobilization of a G protein-coupled Kim et al., “Development of a packaging cell line for propagation of receptor and direct detection of G protein activation.” Nature replication-deficient adenovirus vector.” Experimental and Molecu Biotechnology (1999), vol. 17, pp. 1105-1108. lar Medicine (2001) 33(3): 145-149. Blanpain et al., “Multiple charged and aromatic residues in CCR5 Morikawa et al., “In vitro processing of human immunodeficiency amino-terminal domain are involved in high affinity binding of both virus type 1 Gag virus-like particles.” Virology (2000) 5:272(2):366 chemokines and HIV-1 Env protein.” Journal of Biological Chemis 374. try (1999), vol. 274, pp. 34719-34727. Chen et al., “Influenza virus hemagglutinin and neuraminidase, but Bradley et al., “Anthrax toxin receptor proteins, Biochem not the matrix protein, are required for assembly and budding of Pharmacol (2003), vol. 65, pp. 309-314. plasmid-derived virus-like particles,” J Virology (2007) 81 (13): Caffrey, “A lipid's eye view of membrane protein crystallization in T11 1-7123. mesophases.” Curr Opin Struct Biol (2000), vol. 10, pp. 486-497. Adamson et al., Erratum to 'A block in virus-like particle maturation Canziani et al., “Exploring biomolecular recognition using optical following assembly of murine leukaemia virus in insect cells.” Virol biosensors.” Methods (1999), vol. 19, pp. 253-269. ogy (2003)317(2):384-386. Caplen et al., “Adeno-retroviral chimeric viruses as in vivo transduc Adamson et al., "A block in virus-like particle maturation following ing agents.” Gene Ther (1999), vol. 6, pp. 454-459. assembly of murine leukaemia virus in insect cells.” Virology (2003) Capobianchi et al., “A Simple and Reliable Method to Detect Cell 314(2):488-496. Membrane Proteins on Infectious Human Immunodeficiency Virus Seifert et al., “GPCR-Galpha fusion proteins: molecular analysis of Type 1 Particles.” The Journal of Infection Diseases, 1994, vol.
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