57
Views
4
CrossRef citations to date
0
Altmetric
Original Articles

Effect of Imino Group of a Linker Arm at the C5 Position of a Pyrimidine Nucleoside on the Thermal Stabilities of DNA/DNA and DNA/RNA Duplexes

, , &
Pages 339-346 | Received 26 Aug 2003, Accepted 17 Oct 2003, Published online: 01 Jun 2007

References

  • Wagner , R. W. , Matteucci , M. D. , Lewis , J. G. , Gutierrez , A. J. , Moulds , C. and Froehler , B. C. 1993 . Antisense gene inhibition by oligonucleotides containing C‐5 propyne pyrimidine . Science , 260 : 1510 – 1513 . [PUBMED] [INFOTRIEVE]
  • Nomura , Y. , Ueno , Y. and Matsuda , A. 1997 . Site‐specific introduction of functional groups into phosphodiester oligodeoxynucleotides and their thermal stability and nuclease‐resistance properties . Nucleic Acids Res. , 25 : 2784 – 2791 . [PUBMED] [INFOTRIEVE] [CROSSREF]
  • Lee , S. E. , Sidorov , A. , Grourlin , T. R. , Mignet , N. , Thorpe , S. J. , Brazier , J. A. , Dickman , M. J. , Hornby , D. P. , Grasby , J. A. and Williams , D. M. 2001 . Enhancing the ctalytic repertoire of nucleic acids: a systematic study of linker length and rigidity . Nucleic Acids Res. , 29 : 1565 – 1573 . [PUBMED] [INFOTRIEVE] [CROSSREF]
  • Matsukura , M. , Okamoto , T. , Miike , T. , Sawai , H. and Shinozuka , K. 2002 . Selective binding of trisamine‐modified phosphorothioate antisense DNA to target mRNA improves antisense activity and reduces toxicity . Biochem. Biophys. Res. Commun. , 293 : 1341 – 1347 . [PUBMED] [INFOTRIEVE] [CROSSREF] [CSA]
  • Ito , T. , Ueno , Y. , Komatsu , Y. and Matsuda , A. 2003 . Synthesis, thermal stability and resistance to enzymatic hydrolysis of the oligonucleotides containing 5‐(N‐aminohexyl)carbamoyl‐2′‐O‐methyluridine . Nucleic Acids Res. , 31 : 2514 – 2523 . [PUBMED] [INFOTRIEVE] [CROSSREF]
  • Ozaki , H. , Mine , M. , Ogawa , Y. and Sawai , H. 2001 . Effect of the terminal amino group of a linker arm and its length at the C5 position of a pyrimidine nucleoside on the thermal stability of DNA duplexes . Bioorg. Chem. , 29 : 187 – 197 . [CROSSREF]
  • Ozaki , H. , Ogawa , Y. , Mine , M. and Sawai , H. 1998 . Effect of acridine with various linker arms attached to C5 position of 2′‐deoxyuridine on the stability of DNA/DNA and DNA/RNA duplexes . Nucleosides Nucleotides , 17 : 911 – 923 .
  • Ozaki , H. , Nakamura , A. , Arai , M. , Endo , M. and Sawai , H. 1995 . Novel C5‐substituted 2′‐deoxyuridine derivatives bearin amino‐linker arems: synthesis, incorporation into oligodeoxyribonucleotides, and their hybridization properties . Bull. Chem. Soc. Jpn. , 68 : 1981 – 1987 .
  • Kohgo , S. , Shinozuka , K. , Ozaki , H. and Sawai , H. 1998 . Synthesis of a novel 2′‐deoxyuridine derivative bearing a cyanomethoxycarbonylmethyl group at C‐5 position and its use for versatile post‐synthetic functionalization of oligodeoxyribonucleotides . Tetrahedron Lett. , 39 : 4067 – 4070 . [CROSSREF]
  • Shinozuka , K. , Kohgo , S. , Ozaki , H. and Sawai , H. 2000 . Multi‐functionalization of oligodeoxynucleotide: a facile post‐synthetic modification technique for the preparation of oligodeoxynucleotides with two different functional molecules . Chem. Commun. , : 59 – 60 . [CROSSREF]
  • Kodama , T. , Kyogoku , Y. and Sugeta , H. 1997 . Spectroscopy of Biological Molecules: Modern Trends 557 – 578 . Kluwer Academic Publishers .
  • Weatherburn , D. C. , Billo , E. J. , Jones , J. P. and Margerum , D. W. 1970 . The effect of ring size on the stability of polyamine complexes containing linked consecutive rings . Inorg. Chem. , 9 : 1557 – 1559 .
  • Saenger , W. 1984 . Principle of Nucleic Acid Structure New York : Springer‐Verlag . 226 pp.
  • Lumry , R. and Rajender , S. 1970 . Enthalpy–entropy compensation phenomena in water solutions of proteins and small molecules: a ubiquitous property of water . Biopolymers , 9 : 1125 – 1227 . [PUBMED] [INFOTRIEVE] [CROSSREF]
  • Sawai , H. , Nakamura , A. , Sekiguchi , S. , Yumoto , K. , Endo , M. and Ozaki , H. 1994 . Efficient synthesis of new 5‐substituted uracil nucleosides useful for linker arm incorporation . J. Chem. Soc., Chem. Commun. , : 1997 – 1998 . [CROSSREF]

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.