Drug – bio-affecting and body treating compositions – Conjugate or complex of monoclonal or polyclonal antibody,...
Reexamination Certificate
2006-05-23
2006-05-23
Acquah, Samuel A. (Department: 1711)
Drug, bio-affecting and body treating compositions
Conjugate or complex of monoclonal or polyclonal antibody,...
C528S332000, C528S363000, C528S364000, C528S376000, C528S392000, C528S422000, C528S425000, C525S535000, C525S540000, C514S579000, C514S609000, C514S613000, C514S716000, C514S722000, C514S723000, C424S001530, C424S179100, C530S391500, C530S402000
Reexamination Certificate
active
07048925
ABSTRACT:
Polyacetals comprising a recurring units represented by a formula selected from the group consisting of formula (I) and (II):wherein A comprises at least one acetal group; B is selected from the group consisting of —CH—, —CH(CH3)—, CH2CH—, —CH2C(CH3)—, —CH(CH3)CH—, and —CHCH(CH3)CH(CH3)—; Z is selected from the group consisting of C(O)OR1, C(O)SR1, C(O)NR1R2, and VU; V is a linker group; U is selected from the group consisting of poly(ethyleneimine), poly(propyleneimine), poly(lysine), PAMAM dendrimer, octaamine dendrimer, hexadecaamine dendrimer, enhancer, and targeting receptor; R1and R2are each individually selected from the group consisting of hydrogen, C1to C10alkyl, and C6to C10aryl; D is a linkage selected from the group consisting of carboxylic amide, carboxylic ester, urea, and urethane; and G is selected from the group consisting of C4to C20alkyl, C6-C10aryl, and —(OCH2CH2)n—, where n is in the range of 1 to about 250, are useful in nucleic acid delivery applications. In preferred embodiments, complexes formed between polyacetals of the formulae (I) or (II) and polynucleotides are useful as transfection reagents.
REFERENCES:
patent: 4713441 (1987-12-01), Heller et al.
patent: 5958398 (1999-09-01), Papisov et al.
patent: 6331311 (2001-12-01), Brodbeck et al.
patent: 2002/0034532 (2002-03-01), Brodbeck et al.
patent: 0 949 905 (2001-07-01), None
patent: WO 92/11844 (1992-07-01), None
patent: WO 98/27962 (1998-07-01), None
patent: WO 98/27963 (1998-07-01), None
patent: WO 02/15955 (2002-02-01), None
patent: WO 02/20633 (2002-03-01), None
patent: WO 02/20663 (2002-03-01), None
patent: WO 02/49573 (2002-06-01), None
Ahn, Cheol-Hee et al., “Biodegradable poly(ethylenimine) for plasmid DNA delivery,” Journal of Controlled Release 80 (2002), pp. 273-282.
Basko, M. et al., “Synthesis of Double Hydrophilic Graft Copolymers with a Polyacetal Backbone,” Macromolucules, 2002, 35, pp. 8948-8953.
Brazeau, Gayle A., “In Vitro Myotoxicity of Selected Cationic Macromolecules Used in Non-Viral Gene Delivery,” Pharmaceutical Research, vol. 15, No. 5, 1998, pp. 680-684.
Carpino, L.A. et al.; “The 9-Fluorenylmethoxycarbonyl Amino-Protecting Group,” J. Org. Chem., 1972, 37, pp. 3404-3409.
Choksakulnimitr, Suthummar et al., “In vitro cytotoxicity of macromolecules in different cell culture systems,” Journal of Controlled Release 34 (1995) pp. 233-241.
Godbey, W.T. et al.; “Size matters: Molecular weight affects the effciency of poly(ethylwnimine) as a gene delivery vehicle,” J. Biom. Mat. Res. Part A., 1999, 45, pp. 268-275.
Lim, Yong-Beom et al., “Biodegradable Polyester, Poly[α-4-Aminobutyl)-L-Glycolic Acid], as a Non-Toxic Gene Carrier,” Pharmaceutical Research, vol. 17, No. 7, 2000, pp. 811-816.
Lim, Yong-Beom et al., “Biodegradable, Endosome Disruptive, and Cationic Network-type Polymer as a Highly Efficient and Nontoxic Gene Delivery Carrier,” Bioconjugate Chem. 2002, 13, pp. 952-957.
Lim, Yong-Beom et al., “Cationic Hyperbranched Poly(amino ester): A Novel Class of DNA Condensing Molecule with Cationic Surface, Biodegradable Three-Dimensional Structure, and Teriary Amine Groups in the Interior,” Journal of American Chemical Society 2001, 123, pp. 2460-2461.
Luo, Dan et al., “Synthetic DNA delivery systems,” Nature Biotechnology, vol. 18, Jan. 2000, pp. 33-37.
Lynn, David M. et al., “Accelerated Discovery of Synthetic Transfection Vectors: Parallel Synthesis and Screening of a Degradable Polymer Library,” Journal American Chemical Society 2001, 123, pp. 8155-8156.
Mulligan, Richard C., “The Basic Science of Gene Therapy,” Science, vol. 260, May 14, 1993, pp. 926-932.
Murthy, Niren et al., “A Novel Strategy for Encapsulation and Release of Proteins: Hydrogels and Microgels with Acid-Labile Acetal Cross-Linkers,” Journal American Chemical Society 2002, 124, pp. 12398-12399.
Tomlinson, Ryan et al., “Pendent Chain Functionalized Polyacetals That Display pH-Dependent Degradation: A Platform for the Development of Novel Polymer Therapeutics,” Macromolecules 2002, 35, pp. 473-480.
Torres, L.F. et al.: “A New Polymerization System for Bicyclic Acetals: Toward the Controlled/“Living” Cationic Ring-Opening Polymerization of 6.8-Dioxabicyclo[3.2.1]octane,” Macromolecules, 1999, 32, pp. 6958-6962.
Tuominen, Jukka et al., “Biodegradation of Lactic Acid Based Polymers under Controlled Composting Conditions and Evaluation of the Ecotoxicological Impact,” Biomacromolecules 2002, 3, pp. 445-455.
U.S. Appl. No. 10/375,705, filed Feb. 25, 2003.
International Search Report for International Application No. PCT/US2004/024284 dated Nov. 19, 2004.
Lee, E.S., et al., “Poly(L-histidine)-PEG block copolymer micelles and pH-induced destabilization,” Journal of Controlled Release, vol. 90, Jul. 31, 2003, pp. 363-374.
Murthy, N. et al., “Design and synthesis of pH-responsive polymeric carriers that target uptake and enhance the intracellular delivery of oligonucleotides,” Journal of Controlled Release, vol. 89, May 20, 2003, pp. 365-374.
Ji Shouping
Van Sang
Viroonchatapan Nitnara
Yu Lei
Acquah Samuel A.
Knobbe Martens Olson & Bear LLP
Nitto Denko Corporation
LandOfFree
Acid-sensitive polyacetals and methods does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Acid-sensitive polyacetals and methods, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Acid-sensitive polyacetals and methods will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3639826