Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes

Jagdeep Grover; Cristina Trujillo; Mona Saad; Ganapathi Emandi; Nikolina Stipaničev; Stefan S.R. Bernhard; Aurore Guédin; Jean Louis Mergny; Mathias O. Senge; Isabel Rozas

doi:10.1039/d0ob01264e

Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes

Jagdeep Grover
, Cristina Trujillo
, Mona Saad
, Ganapathi Emandi
, Nikolina Stipaničev
, Stefan S.R. Bernhard
, Aurore Guédin
, Jean Louis Mergny
, Mathias O. Senge
, Isabel Rozas

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

Abstract

The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins (classical binding moiety for guanine quadruplexes) by means of a semi-rigid linker. An extensive screening of a variety of guanine quadruplex structures and double stranded DNA via UV-vis, FRET and CD experiments revealed the preference of the conjugates towards guanine quadruplexes. Additionally, docking studies indicate the potential dual mode of binding.

Original language	English
Pages (from-to)	5617-5624
Number of pages	8
Journal	Organic and Biomolecular Chemistry
Volume	18
Issue number	29
DOIs	https://doi.org/10.1039/d0ob01264e
Publication status	Published - 7 Aug 2020
Externally published	Yes

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title = "Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes",

abstract = "The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins (classical binding moiety for guanine quadruplexes) by means of a semi-rigid linker. An extensive screening of a variety of guanine quadruplex structures and double stranded DNA via UV-vis, FRET and CD experiments revealed the preference of the conjugates towards guanine quadruplexes. Additionally, docking studies indicate the potential dual mode of binding.",

author = "Jagdeep Grover and Cristina Trujillo and Mona Saad and Ganapathi Emandi and Nikolina Stipani{\v c}ev and Bernhard, \{Stefan S.R.\} and Aurore Gu{\'e}din and Mergny, \{Jean Louis\} and Senge, \{Mathias O.\} and Isabel Rozas",

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doi = "10.1039/d0ob01264e",

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TY - JOUR

T1 - Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes

AU - Grover, Jagdeep

AU - Trujillo, Cristina

AU - Saad, Mona

AU - Emandi, Ganapathi

AU - Stipaničev, Nikolina

AU - Bernhard, Stefan S.R.

AU - Guédin, Aurore

AU - Mergny, Jean Louis

AU - Senge, Mathias O.

AU - Rozas, Isabel

PY - 2020/8/7

Y1 - 2020/8/7

N2 - The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins (classical binding moiety for guanine quadruplexes) by means of a semi-rigid linker. An extensive screening of a variety of guanine quadruplex structures and double stranded DNA via UV-vis, FRET and CD experiments revealed the preference of the conjugates towards guanine quadruplexes. Additionally, docking studies indicate the potential dual mode of binding.

AB - The first conceptualised class of dual-binding guanine quadruplex binders has been designed, synthesised and biophysically studied. These compounds combine diaromatic guanidinium systems and neutral tetra-phenylporphyrins (classical binding moiety for guanine quadruplexes) by means of a semi-rigid linker. An extensive screening of a variety of guanine quadruplex structures and double stranded DNA via UV-vis, FRET and CD experiments revealed the preference of the conjugates towards guanine quadruplexes. Additionally, docking studies indicate the potential dual mode of binding.

U2 - 10.1039/d0ob01264e

DO - 10.1039/d0ob01264e

M3 - Article

C2 - 32648871

AN - SCOPUS:85088881405

SN - 1477-0520

VL - 18

SP - 5617

EP - 5624

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 29

ER -

Dual-binding conjugates of diaromatic guanidines and porphyrins for recognition of G-quadruplexes

Abstract

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