Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA

Yusuke Idutsu; Ayaka Sasaki; Shuichi Matsumura; Kazunobu Toshima

doi:10.1016/j.bmcl.2005.06.073

Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA

Yusuke Idutsu, Ayaka Sasaki, Shuichi Matsumura, Kazunobu Toshima

Department of Applied Chemistry

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

6 Citations (Scopus)

Abstract

The designed cytosine-carbohydrate hybrid molecule selectively recognized and stabilized the bulged duplex DNA possessing the complementary bulged DNA base, guanine, while the nucleotide base itself did not exhibit any such ability. It was also found that the assistance of the carbohydrate to stabilize the interaction between the nucleotide base and the complementally bulge DNA base is very helpful for the selective recognition and stabilization of the single-bulged duplex DNA.

Original language	English
Pages (from-to)	4332-4335
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2005.06.073
Publication status	Published - 2005 Oct 1

Keywords

Bulge
Carbohydrate
DNA
Molecular recognition
Nucleotide base

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2005.06.073

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title = "Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA",

abstract = "The designed cytosine-carbohydrate hybrid molecule selectively recognized and stabilized the bulged duplex DNA possessing the complementary bulged DNA base, guanine, while the nucleotide base itself did not exhibit any such ability. It was also found that the assistance of the carbohydrate to stabilize the interaction between the nucleotide base and the complementally bulge DNA base is very helpful for the selective recognition and stabilization of the single-bulged duplex DNA.",

keywords = "Bulge, Carbohydrate, DNA, Molecular recognition, Nucleotide base",

author = "Yusuke Idutsu and Ayaka Sasaki and Shuichi Matsumura and Kazunobu Toshima",

note = "Funding Information: This research was partially supported by a Grant-in-Aid for the 21st Century COE Program {\textquoteleft}KEIO Life Conjugate Chemistry{\textquoteright} and a Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.",

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T1 - Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA

AU - Idutsu, Yusuke

AU - Sasaki, Ayaka

AU - Matsumura, Shuichi

AU - Toshima, Kazunobu

N1 - Funding Information: This research was partially supported by a Grant-in-Aid for the 21st Century COE Program ‘KEIO Life Conjugate Chemistry’ and a Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Culture, Sports, Science, and Technology, Japan.

PY - 2005/10/1

Y1 - 2005/10/1

N2 - The designed cytosine-carbohydrate hybrid molecule selectively recognized and stabilized the bulged duplex DNA possessing the complementary bulged DNA base, guanine, while the nucleotide base itself did not exhibit any such ability. It was also found that the assistance of the carbohydrate to stabilize the interaction between the nucleotide base and the complementally bulge DNA base is very helpful for the selective recognition and stabilization of the single-bulged duplex DNA.

AB - The designed cytosine-carbohydrate hybrid molecule selectively recognized and stabilized the bulged duplex DNA possessing the complementary bulged DNA base, guanine, while the nucleotide base itself did not exhibit any such ability. It was also found that the assistance of the carbohydrate to stabilize the interaction between the nucleotide base and the complementally bulge DNA base is very helpful for the selective recognition and stabilization of the single-bulged duplex DNA.

KW - Bulge

KW - Carbohydrate

KW - DNA

KW - Molecular recognition

KW - Nucleotide base

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JO - Bioorganic and Medicinal Chemistry Letters

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ER -

Molecular design, chemical synthesis, and evaluation of cytosine-carbohydrate hybrids for selective recognition of a single guanine bulged duplex DNA

Abstract

Keywords

ASJC Scopus subject areas

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