Mild and facile deprotection for the synthesis of oligodeoxynucleotide incorporating a 6-O-ethyl-deoxyguanosine

Kohji Seio; Tomoe Negishi; Kazuo Negishi; Mitsuo Sekine

doi:10.2174/1570178053202982

Mild and facile deprotection for the synthesis of oligodeoxynucleotide incorporating a 6-O-ethyl-deoxyguanosine

Kohji Seio, Tomoe Negishi, Kazuo Negishi, Mitsuo Sekine

Faculty of Pharmaceutical Sciences

Research output: Contribution to journal › Review article

3 Citations (Scopus)

Abstract

The phenoxyacetyl (Pac) group proved to be useful for the synthesis of oligodeoxyribonucleotides incorporating a 6-O-ethylguanine. Since the Pac group could be removed by mild treatment with ammonia, formation of a 2, 4-diaminopurine derivative was avoided. Moreover, the use of the Pac group resulted in significant suppression of the depurination of 6-O-ethyldeoxyguanosine.

Original language	English
Pages (from-to)	179-183
Number of pages	5
Journal	Letters in Organic Chemistry
Volume	2
Issue number	2
DOIs	https://doi.org/10.2174/1570178053202982
Publication status	Published - Mar 1 2005

Keywords

6-O-ethylguanine
Degenerated base
Depurination
Mutation
Oligodeoxynucleotide synthesis
Phenoxyacetyl group

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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title = "Mild and facile deprotection for the synthesis of oligodeoxynucleotide incorporating a 6-O-ethyl-deoxyguanosine",

abstract = "The phenoxyacetyl (Pac) group proved to be useful for the synthesis of oligodeoxyribonucleotides incorporating a 6-O-ethylguanine. Since the Pac group could be removed by mild treatment with ammonia, formation of a 2, 4-diaminopurine derivative was avoided. Moreover, the use of the Pac group resulted in significant suppression of the depurination of 6-O-ethyldeoxyguanosine.",

keywords = "6-O-ethylguanine, Degenerated base, Depurination, Mutation, Oligodeoxynucleotide synthesis, Phenoxyacetyl group",

author = "Kohji Seio and Tomoe Negishi and Kazuo Negishi and Mitsuo Sekine",

year = "2005",

month = mar,

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doi = "10.2174/1570178053202982",

language = "English",

volume = "2",

pages = "179--183",

journal = "Letters in Organic Chemistry",

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TY - JOUR

T1 - Mild and facile deprotection for the synthesis of oligodeoxynucleotide incorporating a 6-O-ethyl-deoxyguanosine

AU - Seio, Kohji

AU - Negishi, Tomoe

AU - Negishi, Kazuo

AU - Sekine, Mitsuo

PY - 2005/3/1

Y1 - 2005/3/1

N2 - The phenoxyacetyl (Pac) group proved to be useful for the synthesis of oligodeoxyribonucleotides incorporating a 6-O-ethylguanine. Since the Pac group could be removed by mild treatment with ammonia, formation of a 2, 4-diaminopurine derivative was avoided. Moreover, the use of the Pac group resulted in significant suppression of the depurination of 6-O-ethyldeoxyguanosine.

AB - The phenoxyacetyl (Pac) group proved to be useful for the synthesis of oligodeoxyribonucleotides incorporating a 6-O-ethylguanine. Since the Pac group could be removed by mild treatment with ammonia, formation of a 2, 4-diaminopurine derivative was avoided. Moreover, the use of the Pac group resulted in significant suppression of the depurination of 6-O-ethyldeoxyguanosine.

KW - 6-O-ethylguanine

KW - Degenerated base

KW - Depurination

KW - Mutation

KW - Oligodeoxynucleotide synthesis

KW - Phenoxyacetyl group

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DO - 10.2174/1570178053202982

M3 - Review article

AN - SCOPUS:33750954484

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SP - 179

EP - 183

JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

SN - 1570-1786

IS - 2

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