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Volumn 70, Issue 5, 2005, Pages 1620-1629

Constrained nucleic acids (CNA). Part 2. Synthesis of conformationally restricted dinucleotide units featuring noncanonical α/β/γ or δ/ε/ζ torsion angle combinations

Author keywords

[No Author keywords available]

Indexed keywords

CONSTRAINED NUCLEIC ACIDS (CNA); DINUCLEOTIDE; RING STRUCTURE; TORSION ANGLE COMBINATIONS;

EID: 14544303631     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048136t     Document Type: Article
Times cited : (34)

References (28)
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    • Leumann, C.J.1
  • 2
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    • For reviews, see: (a) Leumann, C. J. Bioorg. Med. Chem. 2002, 10, 841. (b) Wengel, J. A. Acc. Chem. Res. 1999, 32, 301.
    • (1999) Acc. Chem. Res. , vol.32 , pp. 301
    • Wengel, J.A.1
  • 3
    • 0000019289 scopus 로고    scopus 로고
    • See for example: (a) Seio, K.; Wada, T.; Sakamoto, K.; Yokoyama, S.; Sekine, M. J. Org. Chem. 1998, 63, 1429. (b) Sekine, M.; Kurasawa, O.; Shohda, K.; Seio, K.; Wada, T. J. Org. Chem. 2000, 65, 6515. (c) Kirchhoff, C.; Nielsen, P. Tetrahedron Lett. 2003, 44, 6475. (d) Børsting, P.; Sørensen, A. M.; Nielsen, P. Synthesis 2002, 797. (e) Sørensen, A. M.; Nielsen, K. E.; Vogg, B.; Jacobsen, J. P.; Nielsen, P. Tetrahedron 2001, 57, 10191.
    • (1998) J. Org. Chem. , vol.63 , pp. 1429
    • Seio, K.1    Wada, T.2    Sakamoto, K.3    Yokoyama, S.4    Sekine, M.5
  • 4
    • 0034613123 scopus 로고    scopus 로고
    • See for example: (a) Seio, K.; Wada, T.; Sakamoto, K.; Yokoyama, S.; Sekine, M. J. Org. Chem. 1998, 63, 1429. (b) Sekine, M.; Kurasawa, O.; Shohda, K.; Seio, K.; Wada, T. J. Org. Chem. 2000, 65, 6515. (c) Kirchhoff, C.; Nielsen, P. Tetrahedron Lett. 2003, 44, 6475. (d) Børsting, P.; Sørensen, A. M.; Nielsen, P. Synthesis 2002, 797. (e) Sørensen, A. M.; Nielsen, K. E.; Vogg, B.; Jacobsen, J. P.; Nielsen, P. Tetrahedron 2001, 57, 10191.
    • (2000) J. Org. Chem. , vol.65 , pp. 6515
    • Sekine, M.1    Kurasawa, O.2    Shohda, K.3    Seio, K.4    Wada, T.5
  • 5
    • 0043199417 scopus 로고    scopus 로고
    • See for example: (a) Seio, K.; Wada, T.; Sakamoto, K.; Yokoyama, S.; Sekine, M. J. Org. Chem. 1998, 63, 1429. (b) Sekine, M.; Kurasawa, O.; Shohda, K.; Seio, K.; Wada, T. J. Org. Chem. 2000, 65, 6515. (c) Kirchhoff, C.; Nielsen, P. Tetrahedron Lett. 2003, 44, 6475. (d) Børsting, P.; Sørensen, A. M.; Nielsen, P. Synthesis 2002, 797. (e) Sørensen, A. M.; Nielsen, K. E.; Vogg, B.; Jacobsen, J. P.; Nielsen, P. Tetrahedron 2001, 57, 10191.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 6475
    • Kirchhoff, C.1    Nielsen, P.2
  • 6
    • 0005216008 scopus 로고    scopus 로고
    • See for example: (a) Seio, K.; Wada, T.; Sakamoto, K.; Yokoyama, S.; Sekine, M. J. Org. Chem. 1998, 63, 1429. (b) Sekine, M.; Kurasawa, O.; Shohda, K.; Seio, K.; Wada, T. J. Org. Chem. 2000, 65, 6515. (c) Kirchhoff, C.; Nielsen, P. Tetrahedron Lett. 2003, 44, 6475. (d) Børsting, P.; Sørensen, A. M.; Nielsen, P. Synthesis 2002, 797. (e) Sørensen, A. M.; Nielsen, K. E.; Vogg, B.; Jacobsen, J. P.; Nielsen, P. Tetrahedron 2001, 57, 10191.
    • (2002) Synthesis , pp. 797
    • Børsting, P.1    Sørensen, A.M.2    Nielsen, P.3
  • 7
    • 0035905169 scopus 로고    scopus 로고
    • See for example: (a) Seio, K.; Wada, T.; Sakamoto, K.; Yokoyama, S.; Sekine, M. J. Org. Chem. 1998, 63, 1429. (b) Sekine, M.; Kurasawa, O.; Shohda, K.; Seio, K.; Wada, T. J. Org. Chem. 2000, 65, 6515. (c) Kirchhoff, C.; Nielsen, P. Tetrahedron Lett. 2003, 44, 6475. (d) Børsting, P.; Sørensen, A. M.; Nielsen, P. Synthesis 2002, 797. (e) Sørensen, A. M.; Nielsen, K. E.; Vogg, B.; Jacobsen, J. P.; Nielsen, P. Tetrahedron 2001, 57, 10191.
    • (2001) Tetrahedron , vol.57 , pp. 10191
    • Sørensen, A.M.1    Nielsen, K.E.2    Vogg, B.3    Jacobsen, J.P.4    Nielsen, P.5
  • 9
    • 0033951279 scopus 로고    scopus 로고
    • and references therein
    • See for example: Antson, A. A. Curr. Opin. Struct. Biol. 2000, 10, 87 and references therein.
    • (2000) Curr. Opin. Struct. Biol. , vol.10 , pp. 87
    • Antson, A.A.1
  • 20
    • 14544284592 scopus 로고    scopus 로고
    • note
    • In progress. Note that in contrast to acyclic or macrocyclic phosphotriesters, the dioxaphosphorinane structure is very stable in concentrated aqueous ammonia and is therefore perfectly compatible with automated synthetic procedures.


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