Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facililating N-deacylation, minimizing depurination and chain degradation

N. D. Sinha, P. Davis, N. Usman, J. Pérez, R. Hodge, J. Kremsky, R. Casale

Research output: Contribution to journalArticle

86 Citations (Scopus)

Abstract

The use of tert-butylphenoxyacetyl for N-protection of nucleoside bases during oligonucleotide synthesis facilitates its removal under mild conditions. This protecting group reduces depurination of deoxyadenosine residues, and minimizes premature desilylation resulting in chain degradation during post-synthesis workup of synthetic RNA.

Original languageEnglish (US)
Pages (from-to)13-23
Number of pages11
JournalBiochimie
Volume75
Issue number1-2
DOIs
StatePublished - 1993
Externally publishedYes

Fingerprint

Nucleosides
Oligonucleotides
Amines
RNA
Degradation
DNA
2'-deoxyadenosine
5-carboxy-methylaminomethyl-2'-O-methyluridine

Keywords

  • chemical synthesis of DNA, RNA
  • chimeric oligonucleotides
  • oligonucleotide methylphosphonate diesters
  • synthetic ribozyme

ASJC Scopus subject areas

  • Biochemistry

Cite this

Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facililating N-deacylation, minimizing depurination and chain degradation. / Sinha, N. D.; Davis, P.; Usman, N.; Pérez, J.; Hodge, R.; Kremsky, J.; Casale, R.

In: Biochimie, Vol. 75, No. 1-2, 1993, p. 13-23.

Research output: Contribution to journalArticle

Sinha, N. D. ; Davis, P. ; Usman, N. ; Pérez, J. ; Hodge, R. ; Kremsky, J. ; Casale, R. / Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facililating N-deacylation, minimizing depurination and chain degradation. In: Biochimie. 1993 ; Vol. 75, No. 1-2. pp. 13-23.
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