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Volumn 3, Issue 11, 1997, Pages 1352-1363

Synthesis of 3′-thioribonucleosides and their incorporation into oligoribonucleotides via phosphoramidite chemistry

Author keywords

Glycosylation reaction; Oligonucleotide synthesis; Phosphorothioamidite; Phosphorothiolate

Indexed keywords

OLIGORIBONUCLEOTIDE; PHOSPHORAMIDIC ACID; RIBONUCLEOSIDE DERIVATIVE;

EID: 0030659506     PISSN: 13558382     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (43)

References (22)
  • 1
    • 0025271245 scopus 로고
    • Synthesis and properties of dithymidine phosphate analogues containing 3′-thiothymidine
    • Cosstick R, Vyle JS. 1990. Synthesis and properties of dithymidine phosphate analogues containing 3′-thiothymidine. Nucleic Acids Res 18:829-835.
    • (1990) Nucleic Acids Res , vol.18 , pp. 829-835
    • Cosstick, R.1    Vyle, J.S.2
  • 3
    • 0000168697 scopus 로고
    • New catalysts and procedures for the dimethoxytritylation and selective silylation of ribonucleosides
    • Hakimelahi GH, Proba ZA, Ogilvie KK. 1982. New catalysts and procedures for the dimethoxytritylation and selective silylation of ribonucleosides. Can J Chem 60:1106-1113.
    • (1982) Can J Chem , vol.60 , pp. 1106-1113
    • Hakimelahi, G.H.1    Proba, Z.A.2    Ogilvie, K.K.3
  • 4
    • 1542607975 scopus 로고    scopus 로고
    • Incorporation of 2′-deoxy-2′-mercaptocytidine into oligonucleotides via phosphoramidite chemistry
    • Hamm ML, Piccirilli JA. 1997. Incorporation of 2′-deoxy-2′-mercaptocytidine into oligonucleotides via phosphoramidite chemistry. J Org Chem 62:3415-3420.
    • (1997) J Org Chem , vol.62 , pp. 3415-3420
    • Hamm, M.L.1    Piccirilli, J.A.2
  • 5
    • 0030060101 scopus 로고    scopus 로고
    • Synthesis and structure of S-nucleosidyl S-aryl disulfides and their reaction with phosphites
    • Higson AP, Scott GK, Earnshaw DJ, Baxter AD, Taylor RA, Cosstick R. 1996. Synthesis and structure of S-nucleosidyl S-aryl disulfides and their reaction with phosphites. Tetrahedron 52:1027-1034.
    • (1996) Tetrahedron , vol.52 , pp. 1027-1034
    • Higson, A.P.1    Scott, G.K.2    Earnshaw, D.J.3    Baxter, A.D.4    Taylor, R.A.5    Cosstick, R.6
  • 6
    • 7044274779 scopus 로고
    • An unexpected reaction with thiobenzoate: A nucleophilic displacement accompanied by acylation
    • Townsend LB, Tipson RS, eds. Oxford: John Wiley & Sons, Inc.
    • Krahmer U, Griesser H, Mengerl R. 1986. An unexpected reaction with thiobenzoate: A nucleophilic displacement accompanied by acylation. In: Townsend LB, Tipson RS, eds. Nucleic acid chemistry, part 3. Oxford: John Wiley & Sons, Inc. pp 203-205.
    • (1986) Nucleic Acid Chemistry, Part 3 , pp. 203-205
    • Krahmer, U.1    Griesser, H.2    Mengerl, R.3
  • 7
    • 0026561950 scopus 로고
    • Synthesis of dinucleotide 3′-S-phosphorothiolate containing 2′-deoxy-3′-thioadenosine
    • Li X, Andrews DM, Cosstick R. 1992. Synthesis of dinucleotide 3′-S-phosphorothiolate containing 2′-deoxy-3′-thioadenosine. Tetrahedron 48:2729-2738.
    • (1992) Tetrahedron , vol.48 , pp. 2729-2738
    • Li, X.1    Andrews, D.M.2    Cosstick, R.3
  • 8
    • 0030032337 scopus 로고    scopus 로고
    • 3′-Thiouridylyl-(3′-5′)-uridine
    • Liu X, Reese CB. 1996. 3′-Thiouridylyl-(3′-5′)-uridine. Tetrahedron Lett 27:925-928.
    • (1996) Tetrahedron Lett , vol.27 , pp. 925-928
    • Liu, X.1    Reese, C.B.2
  • 9
    • 0025879048 scopus 로고
    • Synthesis and antiviral and cytostatic properties of 3′-deoxy-3′-fluoro- and 2′-azido-3′-fluoro-2′,3′-dideoxy-D-ribofuranosides of natural heterocyclic bases
    • Mikhailopulo IA, Poopeiko NE, Pricota TI, Sivets GG, Kvasyuk EJ, Balzarini J, Clercq ED. 1991. Synthesis and antiviral and cytostatic properties of 3′-deoxy-3′-fluoro- and 2′-azido-3′-fluoro-2′,3′-dideoxy-D-ribofuranosides of natural heterocyclic bases. J Med Chem 34:2195-2202.
    • (1991) J Med Chem , vol.34 , pp. 2195-2202
    • Mikhailopulo, I.A.1    Poopeiko, N.E.2    Pricota, T.I.3    Sivets, G.G.4    Kvasyuk, E.J.5    Balzarini, J.6    Clercq, E.D.7
  • 10
    • 85069776485 scopus 로고
    • Aminonucleosides and their derivatives; VI. A new synthesis of 1,2,5-tri-O-acyl-3-azido-β-D-ribofuranose
    • Ozols AM, Azhayev AV, Dyatkina NB, Krayevsky AA. 1980. Aminonucleosides and their derivatives; VI. A new synthesis of 1,2,5-tri-O-acyl-3-azido-β-D-ribofuranose. Synth Commun 557-559.
    • (1980) Synth Commun , pp. 557-559
    • Ozols, A.M.1    Azhayev, A.V.2    Dyatkina, N.B.3    Krayevsky, A.A.4
  • 11
  • 12
    • 0030460963 scopus 로고    scopus 로고
    • Nucleic acid related lective sugar-base coupling to produce 9- or 7-glycosylguanines
    • Robins MJ, Zou R, Guo Z, Wnuk SF. 1996. Nucleic acid related lective sugar-base coupling to produce 9- or 7-glycosylguanines. J Org Chem 61:9207-9212.
    • (1996) J Org Chem , vol.61 , pp. 9207-9212
    • Robins, M.J.1    Zou, R.2    Guo, Z.3    Wnuk, S.F.4
  • 13
    • 0014285099 scopus 로고
    • Intramolecular displacement by neighboring O-thionobenzoate: Synthesis of 3′-thioadenosine
    • Ryan KJ, Acton EM, Goodman L. 1968. Intramolecular displacement by neighboring O-thionobenzoate: Synthesis of 3′-thioadenosine. J Org Chem 33:1783-1789.
    • (1968) J Org Chem , vol.33 , pp. 1783-1789
    • Ryan, K.J.1    Acton, E.M.2    Goodman, L.3
  • 14
    • 0014100121 scopus 로고
    • Selective acylation of the amino or the primary hydroxyl group of cytidine
    • Sasaki T, Mizuno Y. 1967. Selective acylation of the amino or the primary hydroxyl group of cytidine. Chem Pharm Bull 15:894-896.
    • (1967) Chem Pharm Bull , vol.15 , pp. 894-896
    • Sasaki, T.1    Mizuno, Y.2
  • 15
    • 0030833215 scopus 로고    scopus 로고
    • Metal ion catalysis during splicing of premessenger RNA
    • Sontheimer EJ, Sun S, Piccirilli JA. 1997. Metal ion catalysis during splicing of premessenger RNA. Nature 308:801-805.
    • (1997) Nature , vol.308 , pp. 801-805
    • Sontheimer, E.J.1    Sun, S.2    Piccirilli, J.A.3
  • 16
    • 0024519705 scopus 로고
    • Highly efficient chemical synthesis of 2′-O-methyloligoribonucleotides and tetrabiotinylated derivatives: Novel probes that are resistant to degradation by RNA or DNA specific nucleases
    • Sproat BS, Lamond AJ, Beijer B, Neuner P, Ryder U. 1989. Highly efficient chemical synthesis of 2′-O-methyloligoribonucleotides and tetrabiotinylated derivatives: Novel probes that are resistant to degradation by RNA or DNA specific nucleases. Nucleic Acids Res 17:3373-3386.
    • (1989) Nucleic Acids Res , vol.17 , pp. 3373-3386
    • Sproat, B.S.1    Lamond, A.J.2    Beijer, B.3    Neuner, P.4    Ryder, U.5
  • 18
    • 84982058693 scopus 로고
    • On the mechanism of nucleoside synthesis
    • Vorbruggen H, Hofle G. 1981. On the mechanism of nucleoside synthesis. Chem Ber 114:1256-1268.
    • (1981) Chem Ber , vol.114 , pp. 1256-1268
    • Vorbruggen, H.1    Hofle, G.2
  • 19
    • 0026555646 scopus 로고
    • Sequence- and strand-specific cleavage in oligodeoxyribonucleotides and DNA containing 3′-thiothymidine
    • Vyle JS, Connolly BA, Kemp D, Cosstick R. 1992a. Sequence- and strand-specific cleavage in oligodeoxyribonucleotides and DNA containing 3′-thiothymidine. Biochemistry 31:3012-3018.
    • (1992) Biochemistry , vol.31 , pp. 3012-3018
    • Vyle, J.S.1    Connolly, B.A.2    Kemp, D.3    Cosstick, R.4
  • 20
    • 0026693178 scopus 로고
    • New methods for synthesis of 3′-S-phosphorothiolate internucleotide linkages
    • Vyle JS, Li X, Cosstick R. 1992b. New methods for synthesis of 3′-S-phosphorothiolate internucleotide linkages. Tetrahedron Lett 33:3017-3020.
    • (1992) Tetrahedron Lett , vol.33 , pp. 3017-3020
    • Vyle, J.S.1    Li, X.2    Cosstick, R.3
  • 21
    • 0029844517 scopus 로고    scopus 로고
    • Synthesis and characterization of an RNA dinucleotide containing a 3′-S-phosphorothiolate linkage
    • Weinstein LB, Earnshaw DJ, Cosstick R, Cech TR. 1996. Synthesis and characterization of an RNA dinucleotide containing a 3′-S-phosphorothiolate linkage. J Am Chem Soc 118:10341-10350.
    • (1996) J Am Chem Soc , vol.118 , pp. 10341-10350
    • Weinstein, L.B.1    Earnshaw, D.J.2    Cosstick, R.3    Cech, T.R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.