Skip to main content
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1986 Oct 10;14(19):7661–7674. doi: 10.1093/nar/14.19.7661

Hybridization triggered cross-linking of deoxyoligonucleotides.

T R Webb, M D Matteucci
PMCID: PMC311787  PMID: 3774542

Abstract

This paper reports details of the synthesis of oligodeoxynucleotides containing the modified base 5-methyl-N4,N4-ethanocytosine (Ce). The 9-fluorenylmethoxycarbonyl group is used as a protecting group for the exocyclic amines of dA and dC. This group can be removed rapidly under very mild conditions. Oligomers containing the Ce base form a cross-link when hybridized to their complementary deoxyoligonucleotides. Some of the scope and limitations of these cross-link forming oligonucleotides are reported.

Full text

PDF

Images in this article

Selected References

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

  1. Huynh-Dinh T., Duchange N., Zakin M. M., Lemarchand A., Igolen J. Modified oligonucleotides as alternatives to the synthesis of mixed probes for the screening of cDNA libraries. Proc Natl Acad Sci U S A. 1985 Nov;82(22):7510–7514. doi: 10.1073/pnas.82.22.7510. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Knorre D. G., Vlassov V. V. Complementary-addressed (sequence-specific) modification of nucleic acids. Prog Nucleic Acid Res Mol Biol. 1985;32:291–320. doi: 10.1016/s0079-6603(08)60352-9. [DOI] [PubMed] [Google Scholar]
  3. Pennica D., Holmes W. E., Kohr W. J., Harkins R. N., Vehar G. A., Ward C. A., Bennett W. F., Yelverton E., Seeburg P. H., Heyneker H. L. Cloning and expression of human tissue-type plasminogen activator cDNA in E. coli. Nature. 1983 Jan 20;301(5897):214–221. doi: 10.1038/301214a0. [DOI] [PubMed] [Google Scholar]
  4. Sanger F., Nicklen S., Coulson A. R. DNA sequencing with chain-terminating inhibitors. Proc Natl Acad Sci U S A. 1977 Dec;74(12):5463–5467. doi: 10.1073/pnas.74.12.5463. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. 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]
  6. Summerton J., Bartlett P. A. Sequence-specific crosslinking agents for nucleic acids. Use of 6-bromo-5,5-dimethoxyhexanohydrazide for crosslinking cytidine to guanosine and crosslinking RNA to complementary sequences of DNA. J Mol Biol. 1978 Jun 25;122(2):145–162. doi: 10.1016/0022-2836(78)90032-3. [DOI] [PubMed] [Google Scholar]
  7. Toulmé J. J., Krisch H. M., Loreau N., Thuong N. T., Hélène C. Specific inhibition of mRNA translation by complementary oligonucleotides covalently linked to intercalating agents. Proc Natl Acad Sci U S A. 1986 Mar;83(5):1227–1231. doi: 10.1073/pnas.83.5.1227. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Zon G., Gallo K. A., Samson C. J., Shao K. L., Summers M. F., Byrd R. A. Analytical studies of 'mixed sequence' oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or beta-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2'-deoxyinosine. Nucleic Acids Res. 1985 Nov 25;13(22):8181–8196. doi: 10.1093/nar/13.22.8181. [DOI] [PMC free article] [PubMed] [Google Scholar]

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

RESOURCES