Oligonucleotides containing a nucleotide analog with an ethynylfluorobenzene as nucleobase surrogate
作者： Niels Griesang , Clemens Richert
DOI: 10.1016/S0040-4039(02)02153-6
关键词:
摘要: Abstract The 5′-protected 3′-phosphoramidite of 1-(2′-deoxy-β- d -ribofuranosyl)-2-ethynyl-4-fluorobenzene was prepared and employed in the synthesis oligonucleotides. duplex CTTTTCF # TTCTT with AAGAAAGAAAAG, where F is ethynylfluorobenzene-containing nucleotide, melts higher than containing a difluorotoluene moiety.
elsevier.com
sci-hub.se 参考文章(14)
Zhi-Xian Wang, Weili Duan, Leonard I. Wiebe, Jan Balzarini, Erik De Clercq, Edward E. Knaus, Synthesis of 1-(2-deoxy-beta-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzene thymidine mimics, some related alpha-anomers, and their evaluation as antiviral and anticancer agents. Nucleosides, Nucleotides & Nucleic Acids. ,vol. 20, pp. 11- 40 ,(2001) , 10.1081/NCN-100001435
Pauline J. van Meurs, René A. J. Janssen, Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendantp-Phenylenediamine Radical Cations The Journal of Organic Chemistry. ,vol. 65, pp. 5712- 5719 ,(2000) , 10.1021/JO000548O
Thomas W. Barnes, Douglas H. Turner, Long-Range Cooperativity in Molecular Recognition of RNA by Oligodeoxynucleotides with Multiple C5-(1-Propynyl) Pyrimidines Journal of the American Chemical Society. ,vol. 123, pp. 4107- 4118 ,(2001) , 10.1021/JA003208T
Ryszard Kierzek, David W. Kopp, Mary Edmonds, Marvin H. Caruthers, Chemical synthesis of branched RNA Nucleic Acids Research. ,vol. 14, pp. 4751- 4764 ,(1986) , 10.1093/NAR/14.12.4751
Kuei-Ying Lin, Mark D. Matteucci, A Cytosine Analogue Capable of Clamp-Like Binding to a Guanine in Helical Nucleic Acids. Journal of the American Chemical Society. ,vol. 120, pp. 8531- 8532 ,(1998) , 10.1021/JA981286Z
Jack J. Fox, Naishun C. Yung, Iris Wempen, Max Hoffer, Nucleosides. XII. Direct Synthesis of 2'-Deoxycytidine and its α-Anomer1,2 Journal of the American Chemical Society. ,vol. 83, pp. 4066- 4070 ,(1961) , 10.1021/JA01480A027
Narayan C. Chaudhuri, Eric T. Kool, An efficient method for the synthesis of aromatic C-nucleosides Tetrahedron Letters. ,vol. 36, pp. 1795- 1798 ,(1995) , 10.1016/0040-4039(95)00145-3
S. Moran, R. X.- F. Ren, E. T. Kool, A thymidine triphosphate shape analog lacking Watson–Crick pairing ability is replicated with high sequence selectivity Proceedings of the National Academy of Sciences of the United States of America. ,vol. 94, pp. 10506- 10511 ,(1997) , 10.1073/PNAS.94.20.10506
Piet Herdewijn, Heterocyclic Modifications of Oligonucleotides and Antisense Technology Antisense & Nucleic Acid Drug Development. ,vol. 10, pp. 297- 310 ,(2000) , 10.1089/108729000421475
Katrin Groebke, J�rg Hunziker, William Fraser, Ling Peng, Ulf Diederichsen, Kaspar Zimmermann, Armin Holzner, Christian Leumann, Albert Eschenmoser, Warum Pentose‐ und nicht Hexose‐Nucleinsäuren??. Teil V. (Purin‐Purin)‐Basenpaarung in der homo‐DNS‐Reihe: Guanin, Isoguanin, 2,6‐Diaminopurin und Xanthin Helvetica Chimica Acta. ,vol. 81, pp. 375- 474 ,(1998) , 10.1002/HLCA.19980810302