A new strategy for site-specific alkylation of DNA using oligonucleotides containing an abasic site and alkylating probes

Norihiro Sato; Genichiro Tsuji; Yoshihiro Sasaki; Akira Usami; Takuma Moki; Kazumitsu Onizuka; Ken Yamada; Fumi Nagatsugi

doi:10.1039/c5cc03915k

A new strategy for site-specific alkylation of DNA using oligonucleotides containing an abasic site and alkylating probes

Norihiro Sato, Genichiro Tsuji, Yoshihiro Sasaki, Akira Usami, Takuma Moki, Kazumitsu Onizuka, Ken Yamada, Fumi Nagatsugi

Division of Organic- and Biomaterials Research

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

Selective chemical reactions with DNA, such as its labelling, are very useful in many applications. In this paper, we discuss a new strategy for the selective alkylation of DNA using an oligonucleotide containing an abasic site and alkylating probes. We designed three probes consisting of 2-AVP as a reactive moiety and three kinds of binding moiety with high affinity to duplex DNA. Among these probes, Hoechst-AVP probe exhibited high selectivity and efficient reactivity to thymine bases at the site opposite an abasic site in DNA. Our method is potentially useful for inducing site-directed reactions aimed at inhibiting polymerase reactions.

Original language	English
Pages (from-to)	14885-14888
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	80
DOIs	https://doi.org/10.1039/c5cc03915k
Publication status	Published - 2015 Aug 19

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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title = "A new strategy for site-specific alkylation of DNA using oligonucleotides containing an abasic site and alkylating probes",

abstract = "Selective chemical reactions with DNA, such as its labelling, are very useful in many applications. In this paper, we discuss a new strategy for the selective alkylation of DNA using an oligonucleotide containing an abasic site and alkylating probes. We designed three probes consisting of 2-AVP as a reactive moiety and three kinds of binding moiety with high affinity to duplex DNA. Among these probes, Hoechst-AVP probe exhibited high selectivity and efficient reactivity to thymine bases at the site opposite an abasic site in DNA. Our method is potentially useful for inducing site-directed reactions aimed at inhibiting polymerase reactions.",

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AU - Sato, Norihiro

AU - Tsuji, Genichiro

AU - Sasaki, Yoshihiro

AU - Usami, Akira

AU - Moki, Takuma

AU - Onizuka, Kazumitsu

AU - Yamada, Ken

AU - Nagatsugi, Fumi

PY - 2015/8/19

Y1 - 2015/8/19

N2 - Selective chemical reactions with DNA, such as its labelling, are very useful in many applications. In this paper, we discuss a new strategy for the selective alkylation of DNA using an oligonucleotide containing an abasic site and alkylating probes. We designed three probes consisting of 2-AVP as a reactive moiety and three kinds of binding moiety with high affinity to duplex DNA. Among these probes, Hoechst-AVP probe exhibited high selectivity and efficient reactivity to thymine bases at the site opposite an abasic site in DNA. Our method is potentially useful for inducing site-directed reactions aimed at inhibiting polymerase reactions.

AB - Selective chemical reactions with DNA, such as its labelling, are very useful in many applications. In this paper, we discuss a new strategy for the selective alkylation of DNA using an oligonucleotide containing an abasic site and alkylating probes. We designed three probes consisting of 2-AVP as a reactive moiety and three kinds of binding moiety with high affinity to duplex DNA. Among these probes, Hoechst-AVP probe exhibited high selectivity and efficient reactivity to thymine bases at the site opposite an abasic site in DNA. Our method is potentially useful for inducing site-directed reactions aimed at inhibiting polymerase reactions.

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A new strategy for site-specific alkylation of DNA using oligonucleotides containing an abasic site and alkylating probes

Abstract

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