Synthesis of DNA Using a New Two-Step Cycle

  • Douglas J. Dellinger
  • Jason R. Betley
  • Tadeusz K. Wyrzykiewicz
  • Marvin H. Caruthers
Part of the Methods in Molecular Biology book series (MIMB, volume 288)

Abstract

For the first time a new, two-step method is described for synthesizing deoxyribonucleic acid. The approach uses 5′-carbonate protected 2′-deoxynucleoside-3′-phosphoramidites as synthons and a peroxy anion buffer that removes the carbonate protecting group and oxidizes the internucleotide linkage. Following synthesis via this two-step cycle, oligomers are isolated by standard procedures.

Key Words

Two-step synthesis cycle 5′-carbonate protection peroxy anion deprotection and oxidation 

References

  1. 1.
    Caruthers, M. H., Barone, A. D., Beaucage, S. L., et al. (1987) Chemical synthesis of deoxyoligonucleotides by the phosphoramidite method. Methods Enzymol. 154, 287–313.PubMedCrossRefGoogle Scholar
  2. 2.
    Beaucage, S. L. and Caruthers, M. H. (2000) Synthetic strategies and parameters involved in the synthesis of oligodeoxyribonucleotides according to the phosphoramidite method. In Current Protocols in Nucleic Acids Chemistry (Beaucage, S. L., Bergstrom, D. E., Glick, G. D., and Jones, R. A., eds.), Wiley, New York, Unit 3.3, pp. 1–20.Google Scholar
  3. 3.
    Ti, G. S., Gaffney, B. L., and Jones, R. A. (1982) Transient protection: efficient one-flask syntheses of protected deoxynucleosides. J. Am. Chem. Soc. 104, 1316–1319.CrossRefGoogle Scholar

Copyright information

© Humana Press Inc. 2005

Authors and Affiliations

  • Douglas J. Dellinger
    • 1
  • Jason R. Betley
    • 2
  • Tadeusz K. Wyrzykiewicz
    • 3
  • Marvin H. Caruthers
    • 4
    • 5
  1. 1.Agilent LaboratoriesFort Collins
  2. 2.EmmbrookUK
  3. 3.Isis PharmaceuticalsCarlsbad
  4. 4.Department of Chemistry and BiochemistryUniversity of Colorado at BoulderBoulder
  5. 5.Agilent LaboratoriesPalo Alto

Personalised recommendations