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
. 1989 Jun 26;17(12):4863-71.
doi: 10.1093/nar/17.12.4863.

The isopropoxyacetic group for convenient base protection during solid-support synthesis of oligodeoxyribonucleotides and their triester analogs

B Uznanski  1 , A Grajkowski, A Wilk
Affiliations
Free PMC article

The isopropoxyacetic group for convenient base protection during solid-support synthesis of oligodeoxyribonucleotides and their triester analogs

B Uznanski et al. Nucleic Acids Res. .
Free PMC article

Abstract

Isopropoxyacetic anhydride was successfully used for protection of exoaminofunctions of 2'-deoxyadenosine, -guanosine and -cytidine. N-isopropoxyacetylated nucleosides are stable under the conditions of the synthesis of oligodeoxyribonucleotides on the solid support. Removal of N-isopropoxyacetyl is much faster than that of commonly used benzoyl or isobutyryl groups viz. it is completed within the operation of cleavage of the oligodeoxyribonucleotide from the solid support. This observation enabled synthesis of -OCH2CH3 and -OCH2CF3 triesters, which hydrolyse partially or completely when standard deprotection conditions are applied.

PubMed Disclaimer

References

    1. J Am Chem Soc. 1975 May 28;97(11):3278-9 - PubMed
    1. Nucleic Acids Res. 1987 Jan 26;15(2):397-416 - PubMed
    1. Nucleic Acids Res. 1986 Sep 25;14(18):7405-20 - PubMed

Publication types

MeSH terms