Fluorescence detection of thymidine-related single-nucleotide polymorphisms by 3, 5-diaminopyrazine derivatives.

Chunxia Zhao; Qing Dai; Takehiro Seino; Ying Yu Cui; Seiichi Nishizawa; Norio Teramae

doi:10.1093/nass/49.1.221

Fluorescence detection of thymidine-related single-nucleotide polymorphisms by 3, 5-diaminopyrazine derivatives.

Chunxia Zhao, Qing Dai, Takehiro Seino, Ying Yu Cui, Seiichi Nishizawa, Norio Teramae

SCI - Chemistry

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

Abstract

We report on a highly selective fluorescence ligand for thymine (T) base opposite an abasic site (AP site) in DNA duplexes. From the examination of the binding behaviors in solutions buffered to pH 7.0, we find that 6-chloro-3,5-diamino-2-pyrazinecarbonitrile (CDPC) can selectively recognize T with high affinity (Ka = 2.9 x 10(5) M(-1)), and the fluorescence intensity at 424 nm is significantly quenched only when binding to T. It is highly likely that the selective interaction of CDPC with T is explained by a pseudo-base pairing, for which three point hydrogen bonds are formed along the Watson-Crick edge of the target T. These binding functions of CDPC at the AP site are presented to develop ligand-based fluorescence assay for SNPs (single-nucleotide polymorphisms) typing.

Original language	English
Pages (from-to)	221-222
Number of pages	2
Journal	Nucleic acids symposium series (2004)
Issue number	49
DOIs	https://doi.org/10.1093/nass/49.1.221
Publication status	Published - 2005

ASJC Scopus subject areas

Medicine(all)

Access to Document

10.1093/nass/49.1.221

Fingerprint Dive into the research topics of 'Fluorescence detection of thymidine-related single-nucleotide polymorphisms by 3, 5-diaminopyrazine derivatives.'. Together they form a unique fingerprint.

Cite this

@article{daabd38ff095421495477eb0b4bdaabb,

title = "Fluorescence detection of thymidine-related single-nucleotide polymorphisms by 3, 5-diaminopyrazine derivatives.",

abstract = "We report on a highly selective fluorescence ligand for thymine (T) base opposite an abasic site (AP site) in DNA duplexes. From the examination of the binding behaviors in solutions buffered to pH 7.0, we find that 6-chloro-3,5-diamino-2-pyrazinecarbonitrile (CDPC) can selectively recognize T with high affinity (Ka = 2.9 x 10(5) M(-1)), and the fluorescence intensity at 424 nm is significantly quenched only when binding to T. It is highly likely that the selective interaction of CDPC with T is explained by a pseudo-base pairing, for which three point hydrogen bonds are formed along the Watson-Crick edge of the target T. These binding functions of CDPC at the AP site are presented to develop ligand-based fluorescence assay for SNPs (single-nucleotide polymorphisms) typing.",

author = "Chunxia Zhao and Qing Dai and Takehiro Seino and Cui, {Ying Yu} and Seiichi Nishizawa and Norio Teramae",

note = "Copyright: This record is sourced from MEDLINE/PubMed, a database of the U.S. National Library of Medicine",

year = "2005",

doi = "10.1093/nass/49.1.221",

language = "English",

pages = "221--222",

journal = "Nucleic acids symposium series (2004)",

issn = "1746-8272",

publisher = "Oxford University Press",

number = "49",

}

TY - JOUR

T1 - Fluorescence detection of thymidine-related single-nucleotide polymorphisms by 3, 5-diaminopyrazine derivatives.

AU - Zhao, Chunxia

AU - Dai, Qing

AU - Seino, Takehiro

AU - Cui, Ying Yu

AU - Nishizawa, Seiichi

AU - Teramae, Norio

N1 - Copyright: This record is sourced from MEDLINE/PubMed, a database of the U.S. National Library of Medicine

PY - 2005

Y1 - 2005

N2 - We report on a highly selective fluorescence ligand for thymine (T) base opposite an abasic site (AP site) in DNA duplexes. From the examination of the binding behaviors in solutions buffered to pH 7.0, we find that 6-chloro-3,5-diamino-2-pyrazinecarbonitrile (CDPC) can selectively recognize T with high affinity (Ka = 2.9 x 10(5) M(-1)), and the fluorescence intensity at 424 nm is significantly quenched only when binding to T. It is highly likely that the selective interaction of CDPC with T is explained by a pseudo-base pairing, for which three point hydrogen bonds are formed along the Watson-Crick edge of the target T. These binding functions of CDPC at the AP site are presented to develop ligand-based fluorescence assay for SNPs (single-nucleotide polymorphisms) typing.

AB - We report on a highly selective fluorescence ligand for thymine (T) base opposite an abasic site (AP site) in DNA duplexes. From the examination of the binding behaviors in solutions buffered to pH 7.0, we find that 6-chloro-3,5-diamino-2-pyrazinecarbonitrile (CDPC) can selectively recognize T with high affinity (Ka = 2.9 x 10(5) M(-1)), and the fluorescence intensity at 424 nm is significantly quenched only when binding to T. It is highly likely that the selective interaction of CDPC with T is explained by a pseudo-base pairing, for which three point hydrogen bonds are formed along the Watson-Crick edge of the target T. These binding functions of CDPC at the AP site are presented to develop ligand-based fluorescence assay for SNPs (single-nucleotide polymorphisms) typing.

UR - http://www.scopus.com/inward/record.url?scp=39049184125&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=39049184125&partnerID=8YFLogxK

U2 - 10.1093/nass/49.1.221

DO - 10.1093/nass/49.1.221

M3 - Article

C2 - 17150713

AN - SCOPUS:39049184125

SP - 221

EP - 222

JO - Nucleic acids symposium series (2004)

JF - Nucleic acids symposium series (2004)

SN - 1746-8272

IS - 49

ER -