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Volumn 32, Issue 21, 2004, Pages 6164-6175

Diversity-oriented solid-phase synthesis and biological evaluation of oligonucleotide hairpins as HIV-1 RT RNase H inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

APTAMER; DNA; NUCLEASE; NUCLEIC ACID; NUCLEOTIDE; OLIGONUCLEOTIDE; RIBONUCLEASE; RNA; RNA DIRECTED DNA POLYMERASE; RNA DIRECTED DNA POLYMERASE INHIBITOR;

EID: 13444283855     PISSN: 03051048     EISSN: None     Source Type: Journal    
DOI: 10.1093/nar/gkh948     Document Type: Article
Times cited : (11)

References (44)
  • 3
    • 0030047819 scopus 로고    scopus 로고
    • Human immunodeficiency virus type 1 reverse transcriptase and early events in reverse transcription
    • Arts,E.J. and Wainberg,M.A. (1998) Human immunodeficiency virus type 1 reverse transcriptase and early events in reverse transcription. Adv. Virus Res., 46, 97-163.
    • (1998) Adv. Virus Res. , vol.46 , pp. 97-163
    • Arts, E.J.1    Wainberg, M.A.2
  • 4
    • 0022552064 scopus 로고
    • Chemotherapeutic approaches to the treatment of the acquired immune deficiency syndrome (AIDS)
    • DeClercq,E. (1986) Chemotherapeutic approaches to the treatment of the acquired immune deficiency syndrome (AIDS). J. Med. Chem., 29, 1561-1569.
    • (1986) J. Med. Chem. , vol.29 , pp. 1561-1569
    • DeClercq, E.1
  • 5
    • 0026314762 scopus 로고
    • Reverse transcriptase from human immunodeficiency virus: A single template-primer binding site serves two physically separable catalytic functions
    • Krug,M.S. and Berger,S.L. (1991) Reverse transcriptase from human immunodeficiency virus: a single template-primer binding site serves two physically separable catalytic functions. Biochemistry, 30, 10614-10623.
    • (1991) Biochemistry , vol.30 , pp. 10614-10623
    • Krug, M.S.1    Berger, S.L.2
  • 6
    • 0025344525 scopus 로고
    • Mechanism of HIV reverse transcriptase: Enzyme-primer interaction as revealed through studies of a dNTP analog, 3′ -azido-dTTP
    • Kedar,P.S., Abbotts,J., Kovacs,T., Lesiak,K., Torrence,P. and Wilson,S.H. (1990) Mechanism of HIV reverse transcriptase: enzyme-primer interaction as revealed through studies of a dNTP analog, 3′-azido-dTTP. Biochemistry, 29, 3603-3611.
    • (1990) Biochemistry , vol.29 , pp. 3603-3611
    • Kedar, P.S.1    Abbotts, J.2    Kovacs, T.3    Lesiak, K.4    Torrence, P.5    Wilson, S.H.6
  • 7
    • 0018716671 scopus 로고
    • A detailed model of reverse transcription and tests of crucial aspects
    • Gilboa,E., Mitra,S.W., Goff,S. and Baltimore,D. (1979) A detailed model of reverse transcription and tests of crucial aspects. Cell, 18, 93-100.
    • (1979) Cell , vol.18 , pp. 93-100
    • Gilboa, E.1    Mitra, S.W.2    Goff, S.3    Baltimore, D.4
  • 8
    • 0028271687 scopus 로고
    • Structure of the binding site for nonnucleoside inhibitors of the reverse transcriptase of human immunodeficiency virus type 1
    • Smerdon,S., Jager,J., Wang,J., Kohlstaedt,L., Chirino,A., Friedman,J., Rice,P. and Steitz,T. (1994) Structure of the binding site for nonnucleoside inhibitors of the reverse transcriptase of human immunodeficiency virus type 1. Proc. Natl Acad. Sci. USA, 91, 3911-3915.
    • (1994) Proc. Natl. Acad. Sci. USA , vol.91 , pp. 3911-3915
    • Smerdon, S.1    Jager, J.2    Wang, J.3    Kohlstaedt, L.4    Chirino, A.5    Friedman, J.6    Rice, P.7    Steitz, T.8
  • 9
    • 0033911631 scopus 로고    scopus 로고
    • Interactions between human immunodeficiency virus type 1 reverse transcriptase, tRNA primer, and nucleocapsid protein during reverse transcription
    • Hsu,M. and Wainberg,M.A. (2000) Interactions between human immunodeficiency virus type 1 reverse transcriptase, tRNA primer, and nucleocapsid protein during reverse transcription. J. Hum. Virol., 3, 16-26.
    • (2000) J. Hum. Virol. , vol.3 , pp. 16-26
    • Hsu, M.1    Wainberg, M.A.2
  • 10
    • 0025186450 scopus 로고
    • Molecular targets for AIDS therapy
    • Mitsuya,H., Yarchoan,R. and Broder,S. (1990) Molecular targets for AIDS therapy. Science, 249, 1533-1544.
    • (1990) Science , vol.249 , pp. 1533-1544
    • Mitsuya, H.1    Yarchoan, R.2    Broder, S.3
  • 11
    • 0026693137 scopus 로고
    • Crystal structure at 3.5 Å resolution of HIV-1 reverse transcriptase complexed with an inhibitor
    • Kohlstaedt,L.A., Wang,J., Friedman,J.M., Rice,P.A. and Steitz,T.A. (1992) Crystal structure at 3.5 Å resolution of HIV-1 reverse transcriptase complexed with an inhibitor. Science, 256 1783-1790.
    • (1992) Science , vol.256 , pp. 1783-1790
    • Kohlstaedt, L.A.1    Wang, J.2    Friedman, J.M.3    Rice, P.A.4    Steitz, T.A.5
  • 13
    • 0001851755 scopus 로고
    • Inactivation of the RNase H domain of HIV-1 reverse transcriptase blocks viral infectivity
    • T. Papas (ed.), Portfolio, Tex
    • O.Schatz,F.V., Cromme,T., Naas,D., Lindemann,J., Mous,S.F. and LeGrice,J. (1990) Inactivation of the RNase H domain of HIV-1 reverse transcriptase blocks viral infectivity. In T. Papas (ed.), Gene Regulation and AIDS. Portfolio, Tex, pp. 293-404.
    • (1990) Gene Regulation and AIDS , pp. 293-404
    • Schatz, F.V.O.1    Cromme, T.2    Naas, D.3    Lindemann, J.4    Mous, S.F.5    LeGrice, J.6
  • 14
    • 0034062018 scopus 로고    scopus 로고
    • Inhibition of human immunodeficiency virus type 1 reverse transcriptase and ribonuclease H activities by constituents of Juglans mandshurica
    • Min,B.S., Nakamura,N., Miyashiro,H., Kim,Y.H. and Hattori,M. (2000) Inhibition of human immunodeficiency virus type 1 reverse transcriptase and ribonuclease H activities by constituents of Juglans mandshurica. Chem. Pharm. Bull., 48, 194-200.
    • (2000) Chem. Pharm. Bull. , vol.48 , pp. 194-200
    • Min, B.S.1    Nakamura, N.2    Miyashiro, H.3    Kim, Y.H.4    Hattori, M.5
  • 15
    • 0031000566 scopus 로고    scopus 로고
    • Inhibition of the ribonuclease H and DNA polymerase activities of HIV-1 reverse transcriptase by N-(4-tert-butylbenzoyl)-2-hydroxy-1-naphthaldehyde hydrazone
    • Borkow,G., Fletcher,R.S., Barnard,J., Arion,D., Motakis,D., Dmitrienko,G.I. and Parniak,M.A. (1997) Inhibition of the ribonuclease H and DNA polymerase activities of HIV-1 reverse transcriptase by N-(4-tert-butylbenzoyl)-2-hydroxy-1-naphthaldehyde hydrazone. Biochemistry, 36, 3179-3185.
    • (1997) Biochemistry , vol.36 , pp. 3179-3185
    • Borkow, G.1    Fletcher, R.S.2    Barnard, J.3    Arion, D.4    Motakis, D.5    Dmitrienko, G.I.6    Parniak, M.A.7
  • 16
    • 0027956796 scopus 로고
    • Structure activity relationship studies with symmetric naphthalenesulfonic acid derivatives. Synthesis and influence of spacer and naphthalenesulfonic acid moiety on anti-HIV activity
    • Mohan,P., Loya,S., Avidan,O., Verma,S., Dhindsa,G.S., Wong,M.F., Huang,P.P., Yashiro,M., Baba,M. and Hizi,A. (1994) Structure activity relationship studies with symmetric naphthalenesulfonic acid derivatives. Synthesis and influence of spacer and naphthalenesulfonic acid moiety on anti-HIV activity. J. Med. Chem., 37, 2513-2519.
    • (1994) J. Med. Chem. , vol.37 , pp. 2513-2519
    • Mohan, P.1    Loya, S.2    Avidan, O.3    Verma, S.4    Dhindsa, G.S.5    Wong, M.F.6    Huang, P.P.7    Yashiro, M.8    Baba, M.9    Hizi, A.10
  • 17
    • 0024505583 scopus 로고
    • Stepwise mechanism of HIV reverse transcriptase: Primer function of phosphorothioate oligodeoxynucleotide
    • Majumdar,C., Stein,C.A., Cohen,J.S., Broder,S. and Wilson,S.H. (1989) Stepwise mechanism of HIV reverse transcriptase: primer function of phosphorothioate oligodeoxynucleotide. Biochemistry 28, 1340-1346.
    • (1989) Biochemistry , vol.28 , pp. 1340-1346
    • Majumdar, C.1    Stein, C.A.2    Cohen, J.S.3    Broder, S.4    Wilson, S.H.5
  • 19
    • 0026651981 scopus 로고
    • RNA pseudoknots that inhibit human immunodeficiency virus type 1 reverse transcriptase
    • Tuerk,C., MacDougal,S. and Gold,L. (1992) RNA pseudoknots that inhibit human immunodeficiency virus type 1 reverse transcriptase. Proc. Natl Acad. Sci. USA, 89, 6988-6992.
    • (1992) Proc. Natl. Acad. Sci. USA , vol.89 , pp. 6988-6992
    • Tuerk, C.1    MacDougal, S.2    Gold, L.3
  • 20
    • 0025194307 scopus 로고
    • Systematic evolution of ligands by exponential enrichment: RNA ligands to bacteriophage T4 DNA polymerase
    • Tuerk,C. and Gold,L. (1990) Systematic evolution of ligands by exponential enrichment: RNA ligands to bacteriophage T4 DNA polymerase. Science, 249, 505-510.
    • (1990) Science , vol.249 , pp. 505-510
    • Tuerk, C.1    Gold, L.2
  • 21
    • 0025074907 scopus 로고
    • In vitro selection of RNA molecules that bind specific ligands
    • Ellington,A.D. and Szostak,J.W. (1990) In vitro selection of RNA molecules that bind specific ligands. Nature, 346, 818-822.
    • (1990) Nature , vol.346 , pp. 818-822
    • Ellington, A.D.1    Szostak, J.W.2
  • 24
    • 0036076157 scopus 로고    scopus 로고
    • Destabilization of the HIV-1 reverse transcriptase dimer upon interaction with N-acyl hydrazone inhibitors
    • Sluis-Cremer,N., Arion,D. and Parniak,M.A. (2002) Destabilization of the HIV-1 reverse transcriptase dimer upon interaction with N-acyl hydrazone inhibitors. Mol. Pharm., 62, 398-405.
    • (2002) Mol. Pharm. , vol.62 , pp. 398-405
    • Sluis-Cremer, N.1    Arion, D.2    Parniak, M.A.3
  • 25
    • 3242691534 scopus 로고    scopus 로고
    • Selective inhibition of HIV-1 reverse transcriptase (HIV-1 RT) RNase H by small hairpin and dumbbell RNA
    • Hannoush,R.N., Carriero,S., Min,K.-L. and Damha,M.J. (2004) Selective inhibition of HIV-1 reverse transcriptase (HIV-1 RT) RNase H by small hairpin and dumbbell RNA. ChemBioChem., 5, 527-533.
    • (2004) ChemBioChem. , vol.5 , pp. 527-533
    • Hannoush, R.N.1    Carriero, S.2    Min, K.-L.3    Damha, M.J.4
  • 27
    • 0035852015 scopus 로고    scopus 로고
    • Remarkable stability of hairpins containing 2′,5′-linked RNA loops
    • Hannoush,R.N. and Damha,M.J. (2001) Remarkable stability of hairpins containing 2′,5′-linked RNA loops. J. Am.Chem. Soc., 123, 12368-12374.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 12368-12374
    • Hannoush, R.N.1    Damha, M.J.2
  • 30
    • 0024804759 scopus 로고
    • Absorbance melting curves of RNA
    • Dahlberg,J.E. and Abelson,J.N (eds), Academic Press, NY
    • Puglisi,J.D. and Tinoco,I.,Jr. (1989) Absorbance melting curves of RNA. In Dahlberg,J.E. and Abelson,J.N (eds), Methods in Enzymology: RNA Processing. Academic Press, NY, Vol. 180, pp. 304-332.
    • (1989) Methods in Enzymology: RNA Processing , vol.180 , pp. 304-332
    • Puglisi, J.D.1    Tinoco Jr., I.2
  • 33
    • 0034700839 scopus 로고    scopus 로고
    • Combinatorial synthesis using nucleic, acid-based (NAB) scaffold: Parallel solid-phase synthesis of nucleotide libraries
    • Zhou,W., Roland,A., Jin,Y. and Iyer,R.P. (2000) Combinatorial synthesis using nucleic, acid-based (NAB) scaffold: parallel solid-phase synthesis of nucleotide libraries. Tetrahedron Lett., 41, 441-445.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 441-445
    • Zhou, W.1    Roland, A.2    Jin, Y.3    Iyer, R.P.4
  • 34
    • 0028149364 scopus 로고
    • Evidence from CD spectra that d(purine).r(pyrimidine) and r(purine).d(pyrimidine) hybrids are in different structural classes
    • Hung,S.-H., Yu,Q., Gray,D.M. and Ratliff,R.L. (1994) Evidence from CD spectra that d(purine).r(pyrimidine) and r(purine).d(pyrimidine) hybrids are in different structural classes. Nucleic Acids Res., 22, 4326-4334.
    • (1994) Nucleic Acids Res. , vol.22 , pp. 4326-4334
    • Hung, S.-H.1    Yu, Q.2    Gray, D.M.3    Ratliff, R.L.4
  • 35
    • 0028318228 scopus 로고
    • Sequence specific thermodynamic and structural properties for DNA.RNA duplexes
    • Ratmeyer,L., Vinayak,R., Zhong,Y.Y., Zon,G. and Wilson,W.D. (1994) Sequence specific thermodynamic and structural properties for DNA.RNA duplexes. Biochemistry, 33, 5298-5304.
    • (1994) Biochemistry , vol.33 , pp. 5298-5304
    • Ratmeyer, L.1    Vinayak, R.2    Zhong, Y.Y.3    Zon, G.4    Wilson, W.D.5
  • 36
    • 0025071240 scopus 로고
    • Solution structure of an unusually stable RNA hairpin, 5′GGAC(UUCG )GUCC
    • Cheong,C., Varani,G. and Tinoco,I.J. (1990) Solution structure of an unusually stable RNA hairpin, 5′GGAC(UUCG)GUCC. Nature, 346, 680-682.
    • (1990) Nature , vol.346 , pp. 680-682
    • Cheong, C.1    Varani, G.2    Tinoco, I.J.3
  • 37
    • 0025811124 scopus 로고
    • Structure of an unusually stable RNA hairpin
    • Varani,G., Cheong,C. and Tinoco,I.J. (1991) Structure of an unusually stable RNA hairpin. Biochemistry, 30, 3280-3289.
    • (1991) Biochemistry , vol.30 , pp. 3280-3289
    • Varani, G.1    Cheong, C.2    Tinoco, I.J.3
  • 38
    • 0141757449 scopus 로고    scopus 로고
    • A novel RNA motif based on structure of unusually stable 2′,5′-linked r(UUCG) loops
    • Denisov,A., Hannoush,R.N., Gehring,K. and Damha,M.J. (2003) A novel RNA motif based on structure of unusually stable 2′,5′ -linked r(UUCG) loops. J. Am.Chem. Soc., 125, 11525-11531.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11525-11531
    • Denisov, A.1    Hannoush, R.N.2    Gehring, K.3    Damha, M.J.4
  • 39
    • 0027203930 scopus 로고
    • The solution structure of a d[C(TTCG)G] DNA hairpin and comparison to the unusually stable RNA analogue
    • James,J.K. and Tinoco,I.,Jr. (1993) The solution structure of a d[C(TTCG)G] DNA hairpin and comparison to the unusually stable RNA analogue. Nucleic Acids Res., 21, 3287-3293.
    • (1993) Nucleic Acids Res. , vol.21 , pp. 3287-3293
    • James, J.K.1    Tinoco Jr., I.2
  • 40
    • 0031019342 scopus 로고    scopus 로고
    • Binding affinity and specificity of Escherichia coli RNase H1: Impact on the kinetics of catalysis of antisense oligonucleotide-RNA hybrids
    • Lima,W.F. and Crooke,S.T. (1997) Binding affinity and specificity of Escherichia coli RNase H1: impact on the kinetics of catalysis of antisense oligonucleotide-RNA hybrids. Biochemistry, 36, 390-398.
    • (1997) Biochemistry , vol.36 , pp. 390-398
    • Lima, W.F.1    Crooke, S.T.2
  • 41
    • 0032546612 scopus 로고    scopus 로고
    • Physicochemical and biochemical properties of 2′,5′-linked RNA and 2′,5′-RNA:3′,5′ -RNA 'hybrid' duplexes
    • Wasner,M., Arion,D., Borkow,G., Noronha,A.M., Uddin,A.H., Parniak,M.A. and Damha,M.J. (1998) Physicochemical and biochemical properties of 2′,5′-linked RNA and 2′,5′ -RNA:3′,5′-RNA 'hybrid' duplexes. Biochemistry, 37, 7478-7486.
    • (1998) Biochemistry , vol.37 , pp. 7478-7486
    • Wasner, M.1    Arion, D.2    Borkow, G.3    Noronha, A.M.4    Uddin, A.H.5    Parniak, M.A.6    Damha, M.J.7
  • 42
    • 0027214126 scopus 로고
    • A novel method to stabilise antisense oligonucleotides against exonuclease degradation
    • Khan,I.M. and Coulson,J.M. (1993) A novel method to stabilise antisense oligonucleotides against exonuclease degradation. Nucleic Acids Res., 21, 2957-2958.
    • (1993) Nucleic Acids Res. , vol.21 , pp. 2957-2958
    • Khan, I.M.1    Coulson, J.M.2
  • 43
    • 0000876522 scopus 로고
    • The estimation of phosphorus
    • Allen,R.J.L. (1940) The estimation of phosphorus. Biochem. J., 34, 858-865.
    • (1940) Biochem. J. , vol.34 , pp. 858-865
    • Allen, R.J.L.1
  • 44
    • 0016440824 scopus 로고
    • A blocked structure at the 5′ terminus of mRNA from cytoplasmic polyhedrosis virus
    • Furuichi,Y. and Miura,K. (1975) A blocked structure at the 5′ terminus of mRNA from cytoplasmic polyhedrosis virus. Nature, 253, 374-375.
    • (1975) Nature , vol.253 , pp. 374-375
    • Furuichi, Y.1    Miura, K.2


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