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Volumn 42, Issue 22, 2001, Pages 3669-3672

A novel linker for the solid-phase synthesis of a library of 3′-thiophosphorylated dinucleotides

Author keywords

3 thiophosphorylation; Automated synthesis; Combinatorial chemistry; Dinucleotides; Solid support

Indexed keywords

DINUCLEOTIDE; GLASS; OLIGONUCLEOTIDE; PHOSPHORAMIDIC ACID DERIVATIVE; PHOSPHORAMIDOUS ACID; UNCLASSIFIED DRUG;

EID: 0035963013     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)00550-0     Document Type: Article
Times cited : (12)

References (19)
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    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
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    • (b)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3989-3992
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    • (c)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5289-5292
    • Dell'Aquila, C.1    Imbach, J.-L.2    Rayner, B.3
  • 9
    • 0242426018 scopus 로고    scopus 로고
    • (d)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1997) Chem. Lett. , pp. 1231
    • Kumar, P.1    Gupta, K.C.2    Rosh, R.3    Seliger, H.4
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    • (e)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 4127-4128
    • Gryaznov, S.M.1    Letsinger, R.L.2
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    • (f)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1992) Tetrahedron , vol.48 , pp. 1233-1254
    • Asseline, U.1    Bonfils, E.2    Kurfurst, R.3    Chassignol, M.4    Roig, V.5    Thuong, N.T.6
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    • (g)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 967-970
    • Kumar, P.1    Bose, N.K.2    Gupta, K.C.3
  • 13
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    • (h)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1989) Nucleic Acids Res. , vol.17 , pp. 7149-7158
    • Markiewicz, W.T.1    Wyrzykiewicz, T.K.2
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    • (i)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 2521-2524
    • Asseline, U.1    Thuong, N.T.2
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    • (j)
    • For examples of CPG-based 3′-phosphorylation methods, see: (a) McMinn, D. L.; Hirsch, R.; Greenberg, M. M. Tetrahedron Lett. 1998, 39, 4155-4158; (b) Guzaev, A.; Lönnberg, H. Tetrahedron Lett. 1997, 38, 3989-3992; (c) Dell'Aquila, C.; Imbach, J.-L.; Rayner, B. Tetrahedron Lett. 1997, 38, 5289-5292; (d) Kumar, P.; Gupta, K. C.; Rosh, R.; Seliger, H. Chem. Lett. 1997, 1231; (e) Gryaznov, S. M., Letsinger, R. L. Tetrahedron Lett. 1992, 33, 4127-4128; (f) Asseline, U.; Bonfils, E.; Kurfurst, R.; Chassignol, M.; Roig, V.; Thuong, N. T. Tetrahedron 1992, 48, 1233-1254; (g) Kumar, P.; Bose, N. K.; Gupta, K. C. Tetrahedron Lett. 1991, 32, 967-970; (h) Markiewicz, W. T.; Wyrzykiewicz, T. K. Nucleic Acids Res. 1989, 17, 7149-7158; (i) Asseline, U.; Thuong, N. T. Tetrahedron Lett. 1989, 30, 2521-2524; (j) Felder, E.; Schwyzer, R.; Charubala, R.; Pfleiderer, W.; Schulz, B. Tetrahedron Lett. 1984, 25, 3967-3970.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 3967-3970
    • Felder, E.1    Schwyzer, R.2    Charubala, R.3    Pfleiderer, W.4    Schulz, B.5
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    • Beaucage, S. L.; Caruthers, M. H. Tetrahedron Lett. 1981, 22, 1859-1862. For a review, see: Beaucage S. L.; Iyer, R. P. Tetrahedron 1992, 48, 2223-2311.
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    • Beaucage, S. L.; Caruthers, M. H. Tetrahedron Lett. 1981, 22, 1859-1862. For a review, see: Beaucage S. L.; Iyer, R. P. Tetrahedron 1992, 48, 2223-2311.
    • (1992) Tetrahedron , vol.48 , pp. 2223-2311
    • Beaucage, S.L.1    Iyer, R.P.2


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