Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit

Ryuuta Fukutomi; Aya Tanatani; Hiroki Kakuta; Nobuo Tomioka; Akiko Itai; Yuichi Hashimoto; Koichi Shudo; Hiroyuki Kagechika

doi:10.1016/S0040-4039(98)01378-1

Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit

Ryuuta Fukutomi, Aya Tanatani, Hiroki Kakuta, Nobuo Tomioka, Akiko Itai, Yuichi Hashimoto, Koichi Shudo, Hiroyuki Kagechika

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

23 Citations (Scopus)

Abstract

Tetraguanidines (1 and 2) with an aromatic multilayered structure exhibit potent binding to a specific site of DNAS with binding constants of the order of 10⁷ M^-1 as deduced from Scatchard analysis of ultrafiltration data and simulation of CD titration curves. NMR spectra of the complexes indicated that 1 and 2 bind DNAs sequence-specifically at the minor groove, as predicted by computational docking studies.

Original language	English
Pages (from-to)	6475-6478
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(98)01378-1
Publication status	Published - Sept 1998
Externally published	Yes

Keywords

Guanidines
Molecular recognition
NMR
Nucleic acids

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)01378-1

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title = "Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit",

abstract = "Tetraguanidines (1 and 2) with an aromatic multilayered structure exhibit potent binding to a specific site of DNAS with binding constants of the order of 107 M-1 as deduced from Scatchard analysis of ultrafiltration data and simulation of CD titration curves. NMR spectra of the complexes indicated that 1 and 2 bind DNAs sequence-specifically at the minor groove, as predicted by computational docking studies.",

keywords = "Guanidines, Molecular recognition, NMR, Nucleic acids",

author = "Ryuuta Fukutomi and Aya Tanatani and Hiroki Kakuta and Nobuo Tomioka and Akiko Itai and Yuichi Hashimoto and Koichi Shudo and Hiroyuki Kagechika",

year = "1998",

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doi = "10.1016/S0040-4039(98)01378-1",

language = "English",

volume = "39",

pages = "6475--6478",

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TY - JOUR

T1 - Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit

AU - Fukutomi, Ryuuta

AU - Tanatani, Aya

AU - Kakuta, Hiroki

AU - Tomioka, Nobuo

AU - Itai, Akiko

AU - Hashimoto, Yuichi

AU - Shudo, Koichi

AU - Kagechika, Hiroyuki

PY - 1998/9

Y1 - 1998/9

N2 - Tetraguanidines (1 and 2) with an aromatic multilayered structure exhibit potent binding to a specific site of DNAS with binding constants of the order of 107 M-1 as deduced from Scatchard analysis of ultrafiltration data and simulation of CD titration curves. NMR spectra of the complexes indicated that 1 and 2 bind DNAs sequence-specifically at the minor groove, as predicted by computational docking studies.

AB - Tetraguanidines (1 and 2) with an aromatic multilayered structure exhibit potent binding to a specific site of DNAS with binding constants of the order of 107 M-1 as deduced from Scatchard analysis of ultrafiltration data and simulation of CD titration curves. NMR spectra of the complexes indicated that 1 and 2 bind DNAs sequence-specifically at the minor groove, as predicted by computational docking studies.

KW - Guanidines

KW - Molecular recognition

KW - NMR

KW - Nucleic acids

UR - http://www.scopus.com/inward/record.url?scp=0032171670&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032171670&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(98)01378-1

DO - 10.1016/S0040-4039(98)01378-1

M3 - Article

AN - SCOPUS:0032171670

SN - 0040-4039

VL - 39

SP - 6475

EP - 6478

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit

Abstract

Keywords

ASJC Scopus subject areas

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