Skip to main content
PMC home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1984 Oct 11;12(19):7435–7453. doi: 10.1093/nar/12.19.7435

Synthesis and biophysical studies of short oligodeoxynucleotides with novel modifications: a possible approach to the problem of mixed base oligodeoxynucleotide synthesis.

T A Millican, G A Mock, M A Chauncey, T P Patel, M A Eaton, J Gunning, S D Cutbush, S Neidle, J Mann
PMCID: PMC320173  PMID: 6548562

Abstract

The syntheses of 1,2-dideoxy-D-ribofuranose and 1,2-dideoxy-1-phenyl-beta-D-ribofuranose are described. Oligodeoxynucleotides containing these analogues have been synthesised and hybridized to their complementary strands. Hypochromicity studies have shown that these duplices are less stable than either the totally complementary duplex or those containing A.C and G.T mismatches.

Full text

PDF

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Buchanan J. G., Edgar A. R., Power M. J. C-nucleoside studies. I. Synthesis of (2,3,5-tri-O-benzyl-alpha(and beta)-D-ribofuranosyl)ethyne. J Chem Soc Perkin 1. 1974;0(16):1943–1949. [PubMed] [Google Scholar]
  2. Bugg C. E., Thomas J. M., Sundaralingam M., Rao S. T. Stereochemistry of nucleic acids and their constituents. X. Solid-state base-stacking patterns in nucleic acid constituents and polynucleotides. Biopolymers. 1971;10(1):175–219. doi: 10.1002/bip.360100113. [DOI] [PubMed] [Google Scholar]
  3. Fisher E. F., Caruthers M. H. Color coded triarylmethyl protecting groups useful for deoxypolynucleotide synthesis. Nucleic Acids Res. 1983 Mar 11;11(5):1589–1599. doi: 10.1093/nar/11.5.1589. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Harris T. J., Lowe P. A., Lyons A., Thomas P. G., Eaton M. A., Millican T. A., Patel T. P., Bose C. C., Carey N. H., Doel M. T. Molecular cloning and nucleotide sequence of cDNA coding for calf preprochymosin. Nucleic Acids Res. 1982 Apr 10;10(7):2177–2187. doi: 10.1093/nar/10.7.2177. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Ike Y., Ikuta S., Sato M., Huang T., Itakura K. Solid phase synthesis of polynucleotides. VIII. Synthesis of mixed oligodeoxyribonucleotides by the phosphotriester solid phase method. Nucleic Acids Res. 1983 Jan 25;11(2):477–488. doi: 10.1093/nar/11.2.477. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Ito H., Ike Y., Ikuta S., Itakura K. Solid phase synthesis of polynucleotides. VI. Further studies on polystyrene copolymers for the solid support. Nucleic Acids Res. 1982 Mar 11;10(5):1755–1769. doi: 10.1093/nar/10.5.1755. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Jay E., Bambara R., Padmanabhan R., Wu R. DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping. Nucleic Acids Res. 1974 Mar;1(3):331–353. doi: 10.1093/nar/1.3.331. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Patel D. J., Kozlowski S. A., Marky L. A., Rice J. A., Broka C., Dallas J., Itakura K., Breslauer K. J. Structure, dynamics, and energetics of deoxyguanosine . thymidine wobble base pair formation in the self-complementary d(CGTGAATTCGCG) duplex in solution. Biochemistry. 1982 Feb 2;21(3):437–444. doi: 10.1021/bi00532a003. [DOI] [PubMed] [Google Scholar]
  9. Patel T. P., Millican T. A., Bose C. C., Titmas R. C., Mock G. A., Eaton M. A. Improvements to solid phase phosphotriester synthesis of deoxyoligonucleotides. Nucleic Acids Res. 1982 Sep 25;10(18):5605–5620. doi: 10.1093/nar/10.18.5605. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Robins M. J., Robins R. K. Purine nucleosides. XI. The synthesis of 2'-deoxy-9-alpha- and-beta-D-ribofuranosylpurines and the correlation of their anomeric structure with proton magnetic resonance spectra. J Am Chem Soc. 1965 Nov 5;87(21):4934–4940. doi: 10.1021/ja00949a042. [DOI] [PubMed] [Google Scholar]
  11. Sinha N. D., Biernat J., McManus J., Köster H. Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product. Nucleic Acids Res. 1984 Jun 11;12(11):4539–4557. doi: 10.1093/nar/12.11.4539. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Tibanyenda N., De Bruin S. H., Haasnoot C. A., van der Marel G. A., van Boom J. H., Hilbers C. W. The effect of single base-pair mismatches on the duplex stability of d(T-A-T-T-A-A-T-A-T-C-A-A-G-T-T-G) . d(C-A-A-C-T-T-G-A-T-A-T-T-A-A-T-A). Eur J Biochem. 1984 Feb 15;139(1):19–27. doi: 10.1111/j.1432-1033.1984.tb07970.x. [DOI] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES