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

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, mutation, phenoxyacetyl group, depurination, oligodeoxynucleotide synthesis

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Letters in Organic Chemistry

Title: Mild and Facile Deprotection for the Synthesis of Oligodeoxynucleotide Incorporating a 6-O-Ethyl-deoxyguanosine

Volume: 2 Issue: 2

Author(s): Kohji Seio, Tomoe Negishi, Kazuo Negishi and Mitsuo Sekine

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Keywords: 6-o-ethylguanine, degenerated base, mutation, phenoxyacetyl group, depurination, oligodeoxynucleotide synthesis

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.

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Seio Kohji, Negishi Tomoe, Negishi Kazuo and Sekine Mitsuo, Mild and Facile Deprotection for the Synthesis of Oligodeoxynucleotide Incorporating a 6-O-Ethyl-deoxyguanosine, Letters in Organic Chemistry 2005; 2 (2) . https://dx.doi.org/10.2174/1570178053202982