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

doi:10.1016/0300-9084(93)90019-O

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 journal › Article › peer-review

90 Scopus citations

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 language	English (US)
Pages (from-to)	13-23
Number of pages	11
Journal	Biochimie
Volume	75
Issue number	1-2
DOIs	https://doi.org/10.1016/0300-9084(93)90019-O
State	Published - 1993
Externally published	Yes

Keywords

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

ASJC Scopus subject areas

Biochemistry

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10.1016/0300-9084(93)90019-O

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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.",

keywords = "chemical synthesis of DNA, RNA, chimeric oligonucleotides, oligonucleotide methylphosphonate diesters, synthetic ribozyme",

author = "Sinha, {N. D.} and P. Davis and N. Usman and J. P{\'e}rez and R. Hodge and J. Kremsky and R. Casale",

year = "1993",

doi = "10.1016/0300-9084(93)90019-O",

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T1 - Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facililating N-deacylation, minimizing depurination and chain degradation

AU - Sinha, N. D.

AU - Davis, P.

AU - Usman, N.

AU - Pérez, J.

AU - Hodge, R.

AU - Kremsky, J.

AU - Casale, R.

PY - 1993

Y1 - 1993

N2 - 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.

AB - 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.

KW - chemical synthesis of DNA, RNA

KW - chimeric oligonucleotides

KW - oligonucleotide methylphosphonate diesters

KW - synthetic ribozyme

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U2 - 10.1016/0300-9084(93)90019-O

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JO - Biochimie

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IS - 1-2

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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