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Volumn 14, Issue 1, 2003, Pages 18-29

Synthesis of antisense oligonucleotides conjugated to a multivalent carbohydrate cluster for cellular targeting

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATES; CONTROLLED DRUG DELIVERY; SYNTHESIS (CHEMICAL); TARGETED DRUG DELIVERY;

EID: 12244274312     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc020028v     Document Type: Article
Times cited : (78)

References (39)
  • 2
    • 0027376439 scopus 로고
    • Antisense oligonucleotides as therapeutic agents - Is the bullet really magical?
    • Stein, C. A., and Cheng, Y. C. (1993) Antisense oligonucleotides as therapeutic agents - is the bullet really magical? Science 261, 1004-1012.
    • (1993) Science , vol.261 , pp. 1004-1012
    • Stein, C.A.1    Cheng, Y.C.2
  • 3
    • 0002929920 scopus 로고    scopus 로고
    • Antisense medicinal chemistry
    • Cook, P. D. (1998) Antisense medicinal chemistry. Handb. Exp. Pharmacol. 131, 51-101.
    • (1998) Handb. Exp. Pharmacol. , vol.131 , pp. 51-101
    • Cook, P.D.1
  • 4
    • 0035989886 scopus 로고    scopus 로고
    • Oligonucleotide conjugates in antisense technology
    • Manoharan, M. (2001) Oligonucleotide conjugates in antisense technology, Antisense Drug Technology, 391-469; Manoharan, M (2002) Oligonucleotide conjugates as potential antisense drugs with improved uptake, biodistribution, targeted delivery, and mechanism of action. Antisense Nucleic Acid Drug Dev. 12, 103-128.
    • (2001) Antisense Drug Technology , pp. 391-469
    • Manoharan, M.1
  • 5
    • 0035989886 scopus 로고    scopus 로고
    • Oligonucleotide conjugates as potential antisense drugs with improved uptake, biodistribution, targeted delivery, and mechanism of action
    • Manoharan, M. (2001) Oligonucleotide conjugates in antisense technology, Antisense Drug Technology, 391-469; Manoharan, M (2002) Oligonucleotide conjugates as potential antisense drugs with improved uptake, biodistribution, targeted delivery, and mechanism of action. Antisense Nucleic Acid Drug Dev. 12, 103-128.
    • (2002) Antisense Nucleic Acid Drug Dev. , vol.12 , pp. 103-128
    • Manoharan, M.1
  • 6
    • 11944267365 scopus 로고
    • Antisense oligonucleotides: A new therapeutic principle
    • Uhlmann, E., and Peyman, A. (1990) Antisense oligonucleotides: a new therapeutic principle. Chem. Rev. 90, 543-584.
    • (1990) Chem. Rev. , vol.90 , pp. 543-584
    • Uhlmann, E.1    Peyman, A.2
  • 7
    • 0031303283 scopus 로고    scopus 로고
    • Oligonucleotide analogues: An overview
    • Matteucci, M. (1997) Oligonucleotide analogues: an overview. Ciba Found. Syrup. 5-18.
    • (1997) Ciba Found. Syrup. , pp. 5-18
    • Matteucci, M.1
  • 9
    • 0029034658 scopus 로고
    • Receptor mediated glycotargeting
    • Wadhwa, M. S., and Rice, K. G. (1995) Receptor mediated glycotargeting. J. Drug Target. 3, 111-127.
    • (1995) J. Drug Target , vol.3 , pp. 111-127
    • Wadhwa, M.S.1    Rice, K.G.2
  • 10
    • 0020021127 scopus 로고
    • Carbohydrate-specific receptors of the liver
    • Ashwell, G., and Harford, J. (1982) Carbohydrate-specific receptors of the liver. Annu. Rev. Biochem. 51, 531-554.
    • (1982) Annu. Rev. Biochem. , vol.51 , pp. 531-554
    • Ashwell, G.1    Harford, J.2
  • 11
    • 0015218337 scopus 로고
    • Binding of desialylated glycoproteins by plasma membranes of rat liver
    • Pricer, W. E., Jr., and Ashwell, G. (1971) Binding of desialylated glycoproteins by plasma membranes of rat liver. J. Biol. Chem. 246, 4825-4833.
    • (1971) J. Biol. Chem. , vol.246 , pp. 4825-4833
    • Pricer W.E., Jr.1    Ashwell, G.2
  • 12
    • 0016322758 scopus 로고
    • Role of surface carbohydrates in the hepatic recognition and transport of circulating glycoproteins
    • Ashwell, G., and Morell, A. G. (1974) Role of surface carbohydrates in the hepatic recognition and transport of circulating glycoproteins. Adv. Enzymol. Relat. Areas Mol. Biol. 41, 99-128.
    • (1974) Adv. Enzymol. Relat. Areas Mol. Biol. , vol.41 , pp. 99-128
    • Ashwell, G.1    Morell, A.G.2
  • 13
    • 0019992236 scopus 로고
    • Kinetics of internalization and recycling of the asialoglycoprotein receptor in a hepatoma cell line
    • Schwartz, A. L., Fridovich, S. E., and Lodish, H. F. (1982) Kinetics of internalization and recycling of the asialoglycoprotein receptor in a hepatoma cell line. J. Biol. Chem. 257, 4230-4237.
    • (1982) J. Biol. Chem. , vol.257 , pp. 4230-4237
    • Schwartz, A.L.1    Fridovich, S.E.2    Lodish, H.F.3
  • 14
    • 0021099058 scopus 로고
    • Binding of synthetic oligosaccharides to the hepatic Gal/GalNAc lectin. Dependence on fine structural features
    • Lee, Y. C., Townsend, R. R., Hardy, M. R., Lonngren, J., Arnarp, J., Haraldsson, M., and Lonn, H. (1983) Binding of synthetic oligosaccharides to the hepatic Gal/GalNAc lectin. Dependence on fine structural features. J. Biol. Chem. 258, 199-202.
    • (1983) J. Biol. Chem. , vol.258 , pp. 199-202
    • Lee, Y.C.1    Townsend, R.R.2    Hardy, M.R.3    Lonngren, J.4    Arnarp, J.5    Haraldsson, M.6    Lonn, H.7
  • 15
    • 0019499003 scopus 로고
    • Differential uptake of D-galactosyl- and D-glucosyl-neoglycoproteins by isolated rat hepatocytes
    • Kawaguchi, K., Kuhlenschmidt, M., Roseman, S., and Lee, Y. C. (1981) Differential uptake of D-galactosyl- and D-glucosyl-neoglycoproteins by isolated rat hepatocytes. J. Biol. Chem. 256, 2230-2234.
    • (1981) J. Biol. Chem. , vol.256 , pp. 2230-2234
    • Kawaguchi, K.1    Kuhlenschmidt, M.2    Roseman, S.3    Lee, Y.C.4
  • 16
    • 0020046710 scopus 로고
    • Binding and endocytosis of cluster glycosides by rabbit hepatocytes. Evidence for a short-circuit pathway that does not lead to degradation
    • Connolly, D. T., Townsend, R. R., Kawaguchi, K., Bell, W. R., and Lee, Y. C. (1982) Binding and endocytosis of cluster glycosides by rabbit hepatocytes. Evidence for a short-circuit pathway that does not lead to degradation. J. Biol. Chem. 257, 939-945.
    • (1982) J. Biol. Chem. , vol.257 , pp. 939-945
    • Connolly, D.T.1    Townsend, R.R.2    Kawaguchi, K.3    Bell, W.R.4    Lee, Y.C.5
  • 17
    • 0000358206 scopus 로고
    • Carbohydrate-protein interactions: Basis of glycobiology
    • Lee, Y, C., and Lee, R. T. (1995) Carbohydrate-Protein Interactions: Basis of Glycobiology. Acc. Chem. Res. 28, 321-327.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 321-327
    • Lee, Y.C.1    Lee, R.T.2
  • 19
    • 0023212742 scopus 로고
    • Receptor-mediated in vitro gene transformation by a soluble DNA carrier system
    • Wu, G. Y., and Wu, C. H. (1987) Receptor-mediated in vitro gene transformation by a soluble DNA carrier system. J. Biol. Chem. 262, 4429-4432.
    • (1987) J. Biol. Chem. , vol.262 , pp. 4429-4432
    • Wu, G.Y.1    Wu, C.H.2
  • 20
    • 0026688793 scopus 로고
    • Specific inhibition of hepatitis B viral gene expression in vitro by targeted antisense oligonucleotides
    • Wu, G. Y., and Wu, C. H. (1992) Specific inhibition of hepatitis B viral gene expression in vitro by targeted antisense oligonucleotides. J. Biol. Chem. 267, 12436-12439.
    • (1992) J. Biol. Chem. , vol.267 , pp. 12436-12439
    • Wu, G.Y.1    Wu, C.H.2
  • 21
    • 0031281282 scopus 로고    scopus 로고
    • In vitro gene delivery to hepatocytes with galactosylated polyethylenimine
    • Zanta, M.-A., Boussif, O., Adib, A., and Behr, J.-P. (1997) In Vitro Gene Delivery to Hepatocytes with Galactosylated Polyethylenimine.Bioconjugate Chem. 8, 839-844.
    • (1997) Bioconjugate Chem. , vol.8 , pp. 839-844
    • Zanta, M.-A.1    Boussif, O.2    Adib, A.3    Behr, J.-P.4
  • 22
    • 0028939896 scopus 로고
    • Targeted gene transfer into hepatoma cells with lipopolyamine-condensed DNA particles presenting galactose ligands: A stage toward artificial viruses
    • Remy, J.-S., Kichler, A., Mordvinov, V., Schuber, F., and Behr, J.-P. (1995) Targeted gene transfer into hepatoma cells with lipopolyamine-condensed DNA particles presenting galactose ligands: a stage toward artificial viruses. Proc. Natl. Acad. Sci. U.S.A. 92, 1744-1748.
    • (1995) Proc. Natl. Acad. Sci. U.S.A. , vol.92 , pp. 1744-1748
    • Remy, J.-S.1    Kichler, A.2    Mordvinov, V.3    Schuber, F.4    Behr, J.-P.5
  • 24
    • 0031282075 scopus 로고    scopus 로고
    • Covalent protein-oligonucleotide conjugates for efficient delivery of antisense molecules
    • Rajur, S. B., Roth, C. M., Morgan, J. R., and Yarmush, M. L. (1997) Covalent Protein-Oligonucleotide Conjugates for Efficient Delivery of Antisense Molecules. Bioconjugate Chem. 8, 935-940.
    • (1997) Bioconjugate Chem. , vol.8 , pp. 935-940
    • Rajur, S.B.1    Roth, C.M.2    Morgan, J.R.3    Yarmush, M.L.4
  • 27
    • 0033991046 scopus 로고    scopus 로고
    • Intrabody tissue-specific delivery of antisense conjugates in animals: Ligand-linker-antisense oligomer conjugates
    • Duff, R. J., Deamond, S. F., Roby, C., Zhou, Y., and Ts'o, P. O. P. (2000) Intrabody tissue-specific delivery of antisense conjugates in animals: ligand-linker-antisense oligomer conjugates. Methods Enzymol. 313, 297-321.
    • (2000) Methods Enzymol. , vol.313 , pp. 297-321
    • Duff, R.J.1    Deamond, S.F.2    Roby, C.3    Zhou, Y.4    Ts'o, P.O.P.5
  • 29
    • 12244307262 scopus 로고    scopus 로고
    • Synthesis of oligonucleotides conjugated to multivalent carbohydrate clusters for cellular targeting of antisense drugs
    • San Francisco, CA, March 26-30, 2000, CARB-077
    • Maier, M. A., Yannopoulos, C., Mohamed, N., Just, G., and Manoharan, M. (2000) Synthesis of oligonucleotides conjugated to multivalent carbohydrate clusters for cellular targeting of antisense drugs. Book of Abstracts, 219th ACS National Meeting, San Francisco, CA, March 26-30, 2000, CARB-077.
    • (2000) Book of Abstracts, 219th ACS National Meeting
    • Maier, M.A.1    Yannopoulos, C.2    Mohamed, N.3    Just, G.4    Manoharan, M.5
  • 31
    • 0001647649 scopus 로고    scopus 로고
    • Design and synthesis of potent sensitizers of gram-negative bacteria based on a cholic acid scaffolding
    • Li, C., Peters, A. S., Meredith, E. L., Allman, G. W., and Savage, P. B. (1998) Design and Synthesis of Potent Sensitizers of Gram-Negative Bacteria Based on a Cholic Acid Scaffolding. J. Am. Chem. Soc. 120, 2961-2962.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2961-2962
    • Li, C.1    Peters, A.S.2    Meredith, E.L.3    Allman, G.W.4    Savage, P.B.5
  • 32
    • 0031040423 scopus 로고    scopus 로고
    • Design and synthesis of molecular umbrellas
    • Janout, V., Lanier, M., and Regen, S. L. (1997) Design and Synthesis of Molecular Umbrellas. J. Am. Chem. Soc. 119, 640-647.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 640-647
    • Janout, V.1    Lanier, M.2    Regen, S.L.3
  • 33
    • 12444272525 scopus 로고
    • Adsorption of gases in multimolecular layers
    • Brunauer, S., Emmett, P. H., and Teller, E. (1938) Adsorption of gases in multimolecular layers. J. Am. Chem. Soc. 60, 309-319.
    • (1938) J. Am. Chem. Soc. , vol.60 , pp. 309-319
    • Brunauer, S.1    Emmett, P.H.2    Teller, E.3
  • 34
    • 0026669605 scopus 로고
    • Drug targeting: Synthesis and endocytosis of oligonucleotide-neoglycoprotein conjugates
    • Bonfils, E., Depierreux, C., Midoux, P., Thuong, N. T., Monsigny, M., and Roche, A. C. (1992) Drug targeting: synthesis and endocytosis of oligonucleotide-neoglycoprotein conjugates. Nucleic Acids Res. 20, 4621-4629.
    • (1992) Nucleic Acids Res. , vol.20 , pp. 4621-4629
    • Bonfils, E.1    Depierreux, C.2    Midoux, P.3    Thuong, N.T.4    Monsigny, M.5    Roche, A.C.6
  • 35
    • 0027413188 scopus 로고
    • Receptor-mediated transport of oligodeoxynucleotides into hepatic cells
    • Reinis, M., Damkova, M., and Korec, E. (1993) Receptor-mediated transport of oligodeoxynucleotides into hepatic cells. J. Virol. Methods 42, 99-106.
    • (1993) J. Virol. Methods , vol.42 , pp. 99-106
    • Reinis, M.1    Damkova, M.2    Korec, E.3
  • 36
    • 0029762060 scopus 로고    scopus 로고
    • Changes in plasma lipoprotein cholesterol levels by antisense oligodeoxynucleotides against cholesteryl ester transfer protein in cholesterolfed rabbits
    • Sugano, M., and Makino, N. (1996) Changes in plasma lipoprotein cholesterol levels by antisense oligodeoxynucleotides against cholesteryl ester transfer protein in cholesterolfed rabbits. J. Biol. Chem. 271, 19080-19083.
    • (1996) J. Biol. Chem. , vol.271 , pp. 19080-19083
    • Sugano, M.1    Makino, N.2
  • 37
    • 0032570684 scopus 로고    scopus 로고
    • Effect of antisense oligonucleotides against cholesteryl ester transfer protein on the development of atherosclerosis in cholesterol-fed rabbits
    • Sugano, M., Makino, N., Sawada, S., Otsuka, S., Watanabe, M., Okamoto, H., Kamada, M., and Mizushima, A. (1998) Effect of antisense oligonucleotides against cholesteryl ester transfer protein on the development of atherosclerosis in cholesterol-fed rabbits. J. Biol. Chem. 273, 5033-5036.
    • (1998) J. Biol. Chem. , vol.273 , pp. 5033-5036
    • Sugano, M.1    Makino, N.2    Sawada, S.3    Otsuka, S.4    Watanabe, M.5    Okamoto, H.6    Kamada, M.7    Mizushima, A.8
  • 38
    • 0027133212 scopus 로고
    • Molecular dynamics simulations of asialoglycoprotein receptor ligands
    • Balaji, P. V., Qasba, P. K., and Rao, V. S. R. (1993) Molecular dynamics simulations of asialoglycoprotein receptor ligands. Biochemistry 32, 12599-12611.
    • (1993) Biochemistry , vol.32 , pp. 12599-12611
    • Balaji, P.V.1    Qasba, P.K.2    Rao, V.S.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.