An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies

Florian Hamon; Eric Largy; Aurore Guédin-Beaurepaire; Myriam Rouchon-Dagois; Assitan Sidibe; David Monchaud; Jean Louis Mergny; Jean Francois Riou; Chi Hung Nguyen; Marie Paule Teulade-Fichou

doi:10.1002/anie.201103422

An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies

Florian Hamon
, Eric Largy
, Aurore Guédin-Beaurepaire
, Myriam Rouchon-Dagois
, Assitan Sidibe
, David Monchaud
, Jean Louis Mergny
, Jean Francois Riou
, Chi Hung Nguyen
, Marie Paule Teulade-Fichou

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

Abstract

Feeling groovy: A family of nonmacrocyclic G-quadruplex binders with alternate oxazole and pyridine motifs was prepared. The shown heptacyclic derivative exhibits an unprecedented binding preference for certain quadruplex topologies: it recognizes exclusively the human telomeric quadruplex in Na ⁺ buffer but not in K ⁺ buffer. This unique quadruplex binding profile is strongly dependent on the size of the ligand and may result from groove interactions.

Original language	English
Pages (from-to)	8745-8749
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	37
DOIs	https://doi.org/10.1002/anie.201103422
Publication status	Published - 5 Sept 2011
Externally published	Yes

Keywords

DNA
G-quadruplexes
heterocycles
molecular recognition

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10.1002/anie.201103422

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title = "An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies",

abstract = "Feeling groovy: A family of nonmacrocyclic G-quadruplex binders with alternate oxazole and pyridine motifs was prepared. The shown heptacyclic derivative exhibits an unprecedented binding preference for certain quadruplex topologies: it recognizes exclusively the human telomeric quadruplex in Na + buffer but not in K + buffer. This unique quadruplex binding profile is strongly dependent on the size of the ligand and may result from groove interactions.",

keywords = "DNA, G-quadruplexes, heterocycles, molecular recognition",

author = "Florian Hamon and Eric Largy and Aurore Gu{\'e}din-Beaurepaire and Myriam Rouchon-Dagois and Assitan Sidibe and David Monchaud and Mergny, \{Jean Louis\} and Riou, \{Jean Francois\} and Nguyen, \{Chi Hung\} and Teulade-Fichou, \{Marie Paule\}",

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month = sep,

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doi = "10.1002/anie.201103422",

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T1 - An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies

AU - Hamon, Florian

AU - Largy, Eric

AU - Guédin-Beaurepaire, Aurore

AU - Rouchon-Dagois, Myriam

AU - Sidibe, Assitan

AU - Monchaud, David

AU - Mergny, Jean Louis

AU - Riou, Jean Francois

AU - Nguyen, Chi Hung

AU - Teulade-Fichou, Marie Paule

PY - 2011/9/5

Y1 - 2011/9/5

N2 - Feeling groovy: A family of nonmacrocyclic G-quadruplex binders with alternate oxazole and pyridine motifs was prepared. The shown heptacyclic derivative exhibits an unprecedented binding preference for certain quadruplex topologies: it recognizes exclusively the human telomeric quadruplex in Na + buffer but not in K + buffer. This unique quadruplex binding profile is strongly dependent on the size of the ligand and may result from groove interactions.

AB - Feeling groovy: A family of nonmacrocyclic G-quadruplex binders with alternate oxazole and pyridine motifs was prepared. The shown heptacyclic derivative exhibits an unprecedented binding preference for certain quadruplex topologies: it recognizes exclusively the human telomeric quadruplex in Na + buffer but not in K + buffer. This unique quadruplex binding profile is strongly dependent on the size of the ligand and may result from groove interactions.

KW - DNA

KW - G-quadruplexes

KW - heterocycles

KW - molecular recognition

UR - https://www.scopus.com/pages/publications/80052478355

U2 - 10.1002/anie.201103422

DO - 10.1002/anie.201103422

M3 - Article

C2 - 21812083

AN - SCOPUS:80052478355

SN - 1433-7851

VL - 50

SP - 8745

EP - 8749

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 37

ER -

An acyclic oligoheteroaryle that discriminates strongly between diverse G-Quadruplex topologies

Abstract

Keywords

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