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Nucleosides, Nucleotides & Nucleic Acids Volume 24, 2005 - Issue 5-7
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Original Articles

SYNTHESIS OF 5-(1-PROPYNYL)-2′-DEOXYURIDINE 5′-(ALPHA-P-BORANO)TRIPHOSPHATE AND KINETIC CHARACTERIZATION AS A SUBSTRATE FOR MMLV REVERSE TRANSCRIPTASE

Joy Xin Wang Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina, USA
&
Barbara Ramsay Shaw Department of Chemistry, P.M. Gross Chemical Laboratory, Duke University, Durham, North Carolina, USA
Pages 947-950 | Received 15 Oct 2004, Accepted 03 Feb 2002, Published online: 15 Nov 2011

REFERENCES

  • Shaw , B. R. , Sergueev , D. , He , K. Z. , Porter , K. , Summers , J. , Sergueeva , Z. and Rait , V. 2000 . Boranophosphate backbone: a mimic of phosphodiesters, phosphorothioates, and methyl phosphonates . Antisense technology, Pt A. Methods Enzymol. , 313 : 226 – 257 .
  • Shaw , B. R. , Dobrikov , M. , Wang , X. , Wan , J. , He , K. , Lin , J. , Li , P. , Rait , V. , Sergueeva , Z. A. and Sergueev , D. 2003 . Reading, writing, and modulating genetic information with boranophosphate mimics of nucleotides, DNA, RNA . Ann. N.Y. Acad. Sci. , 1002 : 12 – 28 .
  • Rait , V. K. and Shaw , B. R. 1999 . Boranophosphates support the RNase H cleavage of polyribonucleotides . Antisense Nucleic Acid Drug Dev. , 9 ( 1 ) : 53 – 60 .
  • Wang , X. , Dobrikov , M. , Sergueev , D. and Shaw , B. R. 2003 . RNase H activation by stereoregular boranophosphate oligonucleotide . Nucleosides Nucleotides Nucleic Acids , 22 ( 5–8 ) : 1151 – 1153 .
  • Cazenave , C. , Stein , C. A. , Loreau , N. , Thuong , N. T. , Neckers , L. M. , Subasinghe , C. , Helene , C. , Cohen , J. S. and Toulme , J. J. 1989 . Comparative inhibition of rabbit globin messenger-RNA translation by modified antisense oligodeoxynucleotides . Nucleic Acids Res. , 17 ( 11 ) : 4255 – 4273 .
  • Wang , J. X. , Dobrikov , M. and Shaw , B. R. manuscript in preparation.
  • 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 pyrimidines . Science , 260 ( 5113 ) : 1510 – 1513 .
  • Barnes , T. W. and Turner , D. H. 2001 . Long-range cooperativity in molecular recognition of RNA by oligodeoxynucleotides, with multiple C5-(1-propynyl) pyrimidines . J. Am. Chem. Soc. , 123 ( 18 ) : 4107 – 4118 .
  • He , K. Z. , Porter , K. W. , Hasan , A. , Briley , J. D. and Shaw , B. R. 1999 . Synthesis of 5-substituted 2′-deoxycytidine 5′-(alpha-P-borano)triphosphates, their incorporation into DNA and effects on exonuclease . Nucleic Acids Res. , 27 ( 8 ) : 1788 – 1794 .
  • Krzyzanowska , B. K. , He , K. Z. , Hasan , A. and Shaw , B. R. 1998 . A convenient synthesis of 2′-deoxyribonucleoside 5′-(alpha-P-borano)triphosphates . Tetrahedron , 54 ( 20 ) : 5119 – 5128 .
  • Johnson , K. A. 1995 . A rapid quench kinetic-analysis of polymerases, adenosine-triphosphatases, and enzyme intermediates . Enzyme kinetics and mechanism, Pt D. Methods Enzymol. , 249 : 38 – 61 .

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