Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 1975 Jun;2(6):773-86.
doi: 10.1093/nar/2.6.773.

Solid support synthesis of oligothymidylates using phosphorochloridates and 1-alkylimidazoles

R C Pless, R L Letsinger
Free PMC article

Solid support synthesis of oligothymidylates using phosphorochloridates and 1-alkylimidazoles

R C Pless et al. Nucleic Acids Res. 1975 Jun.
Free PMC article

Abstract

A study of the synthesis of oligothymidylates via phosphotriester intermediates on a polystyrene support is described. The sequence involves condensation of a phenyl nucleoside-3' -phosphorochloridate with the 5'-hydroxyl group of the carrier bound oligonucleotide derivative in the presence of 1-methylimidazole. Conditions for preparation of the phenyl nucleo-side phosphorochloridate as well as for the condensation on the support are discussed. d-TpTpTpT was obtained in 31% overall yield from carrier bound thymidine in one series of experiments, and d-TpTpTpTpT was obtained in 9% yield in another. The cycle for addition of one nucleotide unit can be completed in about six hours.

PubMed Disclaimer

References

    1. Helv Chim Acta. 1973 Mar 14;56(2):654-70 - PubMed
    1. J Chem Soc Perkin 1. 1973;21:2513-7 - PubMed
    1. J Am Chem Soc. 1972 May 3;94(9):3229-33 - PubMed
    1. Dokl Akad Nauk SSSR. 1971 Aug 11;199(5):1072-4 - PubMed
    1. J Am Chem Soc. 1971 Jun 30;93(13):3272-6 - PubMed

Publication types