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Volumn 86, Issue 7, 2008, Pages 641-656

2′f-Arabinonucleic acids (2′F-ANA) - History, properties, and new frontiers

Author keywords

2 F ANA; Antisense oligonucleotides; Arabinonucleic acids; Modified oligonucleotides; SiRNA

Indexed keywords

ACIDS; BINDING ENERGY; CHEMICAL PROPERTIES; CHEMICAL STABILITY; NUCLEOTIDES; OLIGONUCLEOTIDES; SHAPE OPTIMIZATION; STRUCTURAL OPTIMIZATION;

EID: 46249131334     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/V08-049     Document Type: Article
Times cited : (61)

References (158)
  • 3
    • 0034631778 scopus 로고    scopus 로고
    • and references therein. See the excellent review hy
    • See the excellent review hy K.W. Pankiewicz, Carbohydr. Res. 327, 87 (2000). and references therein.
    • (2000) Carbohydr. Res , vol.327 , pp. 87
    • Pankiewicz, K.W.1
  • 25
    • 0028783393 scopus 로고
    • Also see the helpful editorial by
    • Also see the helpful editorial by M.N. Swartz. N. Engl. J. Med. 333. 1146 (1995)
    • (1995) N. Engl. J. Med , vol.333 , pp. 1146
    • Swartz, M.N.1
  • 27
    • 46249109144 scopus 로고    scopus 로고
    • Review of the fialuridine (FIAU) clinical trials. Edited by F. Manning and M. Swartz. National Academy Press, Washington, DC 1995.
    • Review of the fialuridine (FIAU) clinical trials. Edited by F. Manning and M. Swartz. National Academy Press, Washington, DC 1995.
  • 28
    • 0013216474 scopus 로고
    • Antiviral activities of 2′-fluorinated arabinosyl-pyrimidine nucleosides
    • Fluorinated carbohydrates: chemical and biochemical aspects;, Edited by N.R Taylor. American Chemical Society, Washington, DC
    • J.J. Fox, K.A. Watanabe, T.C. Chou, R.F. Schinazi, K.F. Soike, I. Fourel, G. Hantz, and C. Trepo. Antiviral activities of 2′-fluorinated arabinosyl-pyrimidine nucleosides. In Fluorinated carbohydrates: chemical and biochemical aspects; ACS symposium series. Vol. 374. Edited by N.R Taylor. American Chemical Society, Washington, DC. 1988. p. 176.
    • (1988) ACS symposium series , vol.374 , pp. 176
    • Fox, J.J.1    Watanabe, K.A.2    Chou, T.C.3    Schinazi, R.F.4    Soike, K.F.5    Fourel, I.6    Hantz, G.7    Trepo, C.8
  • 45
    • 0025811415 scopus 로고    scopus 로고
    • W.B. Parker, S.C. Shaddix, C.-H. Chang, E.L. White. L.M. Rose. R.W. Brockman, A.T. Shortnacy, J.A. Montgomery. J.A. Secrist III, and L.L. Bennett, Jr. Cancer Res. 51, 2386 (1991).
    • W.B. Parker, S.C. Shaddix, C.-H. Chang, E.L. White. L.M. Rose. R.W. Brockman, A.T. Shortnacy, J.A. Montgomery. J.A. Secrist III, and L.L. Bennett, Jr. Cancer Res. 51, 2386 (1991).
  • 60
    • 0002642858 scopus 로고    scopus 로고
    • H.G. Howell, P.R. Brodfuehrer, S.P. Brundidge, D.A. Benigni, and C. Sapino. Jr. J. Org. Chem. 53. 85 (1988).
    • H.G. Howell, P.R. Brodfuehrer, S.P. Brundidge, D.A. Benigni, and C. Sapino. Jr. J. Org. Chem. 53. 85 (1988).
  • 67
    • 46249108366 scopus 로고    scopus 로고
    • M.I. Elzagheid, K. Viazovkina, and M.J. Damha. Synthesis of protected 2′-deoxy-2′-fluoro-β-D-arabinonucleosides. In Current protocols in nucleic acid chemistry. Edited by S. Beaucage. 1.7. 2002. p. Unit 1.7.
    • M.I. Elzagheid, K. Viazovkina, and M.J. Damha. Synthesis of protected 2′-deoxy-2′-fluoro-β-D-arabinonucleosides. In Current protocols in nucleic acid chemistry. Edited by S. Beaucage. Vol. 1.7. 2002. p. Unit 1.7.
  • 69
    • 46249095625 scopus 로고    scopus 로고
    • E. Viazovkina, M.M. Mangos, M.I. Elzagheid, and M.J. Damha. Synthesis of 2′-fluoroarabino nucleoside phosphor-amidites and their use in the synthesis of 2′F-ANA. In Current protocols in nucleic acid chemistiy. Edited by S. Beaucage. 4.15. 2002. p. Unit 4.15.
    • E. Viazovkina, M.M. Mangos, M.I. Elzagheid, and M.J. Damha. Synthesis of 2′-fluoroarabino nucleoside phosphor-amidites and their use in the synthesis of 2′F-ANA. In Current protocols in nucleic acid chemistiy. Edited by S. Beaucage. Vol. 4.15. 2002. p. Unit 4.15.
  • 77
    • 46249118997 scopus 로고    scopus 로고
    • 29Si NMR nucleosides and the investigation of 2,4-dinitrobenzenesulfenyl as a protecting group for ribonucleotide synthesis. Ph.D. thesis, McGill University, Montreal, Canada. 1986.
    • 29Si NMR nucleosides and the investigation of 2,4-dinitrobenzenesulfenyl as a protecting group for ribonucleotide synthesis. Ph.D. thesis, McGill University, Montreal, Canada. 1986.
  • 81
    • 0141596095 scopus 로고    scopus 로고
    • The arabino-configured bis-phosphoaramidite does show P-P coupling, but the xylo-configured analogue does not. This data could be compatible with either through-space or through-bond origins of the coupling. See
    • The arabino-configured bis-phosphoaramidite does show P-P coupling, but the xylo-configured analogue does not. This data could be compatible with either through-space or through-bond origins of the coupling. See: S. Carriero, M.M. Mangos, K.A. Agha, A.M. Noronha, and M.J. Damha. Nucleosides Nucleotides Nucl. Acids, 22, 1599 (2003).
    • (2003) Nucleosides Nucleotides Nucl. Acids , vol.22 , pp. 1599
    • Carriero, S.1    Mangos, M.M.2    Agha, K.A.3    Noronha, A.M.4    Damha, M.J.5
  • 102
    • 0030905820 scopus 로고    scopus 로고
    • On the extra stability provided to RNA by a phosphorothioate backbone, see
    • On the extra stability provided to RNA by a phosphorothioate backbone, see: M. Ora, M. Oivanen, and H. Lonnberg. J. Org. Chem. 62, 3246 (1997).
    • (1997) J. Org. Chem , vol.62 , pp. 3246
    • Ora, M.1    Oivanen, M.2    Lonnberg, H.3
  • 118
    • 46249098966 scopus 로고    scopus 로고
    • J. van Wijk, C.A.G. Haasnoot, F.A.A.M. de Leeuw, B.D. Huckriede, A.W. Hoekzema, and C. Altona. PSEUROT. Version 6.3 [computer program, Leiden Institute of Chemistry, Leiden University, Leiden, The Netherlands. 1999
    • J. van Wijk, C.A.G. Haasnoot, F.A.A.M. de Leeuw, B.D. Huckriede, A.W. Hoekzema, and C. Altona. PSEUROT. Version 6.3 [computer program]. Leiden Institute of Chemistry, Leiden University, Leiden, The Netherlands. 1999.
  • 126
    • 11144234521 scopus 로고    scopus 로고
    • F. Seela, P. Chittepu, J. He, and H. Eickmeier. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 60 o884 (2004).
    • F. Seela, P. Chittepu, J. He, and H. Eickmeier. Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 60 o884 (2004).
  • 127
    • 0019331859 scopus 로고    scopus 로고
    • F.H. Martin and I. Tinoco, Jr. Nucleic Acids Res. 8. 2295 (1980).
    • F.H. Martin and I. Tinoco, Jr. Nucleic Acids Res. 8. 2295 (1980).
  • 134
    • 1842835804 scopus 로고    scopus 로고
    • The potential of 2′F-ANA as an AON, in the context of other sugar-modified AONs, has been reviewed in: M.M. Mangos and M.J. Damha. Curr Top. Med. Chem. 2, 1147 (2002).
    • The potential of 2′F-ANA as an AON, in the context of other sugar-modified AONs, has been reviewed in: M.M. Mangos and M.J. Damha. Curr Top. Med. Chem. 2, 1147 (2002).
  • 138
    • 46249092366 scopus 로고    scopus 로고
    • N. Ferrari. TPI ASM8 and TPI 1100 - Multi-targeted antisense oligonucleotide approaches for the treatment of lung inflammatory diseases. EuroTIDES 2007. Berlin, Germany. 2007.
    • N. Ferrari. TPI ASM8 and TPI 1100 - Multi-targeted antisense oligonucleotide approaches for the treatment of lung inflammatory diseases. EuroTIDES 2007. Berlin, Germany. 2007.
  • 146
    • 0024443885 scopus 로고
    • (b) G.F. Joyce. Gene, 82, 83 (1989);
    • (1989) Gene , vol.82 , pp. 83
    • Joyce, G.F.1
  • 157
    • 0032697942 scopus 로고    scopus 로고
    • Biochim. Biophys. Acta
    • For reviews, see
    • For reviews, see: A.A. Levin. Biochim. Biophys. Acta, Gene Struct. Expression 1489, 69 (1999);
    • (1999) Gene Struct. Expression , vol.1489 , pp. 69
    • Levin, A.A.1


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