1H NMR investigations on the solution structure of the oligonucleotide 5′-d(ACCT5GATGT)-3′/5′-d(ACATCA5GGT)-3′ and its interaction with tallimustine

Ragg, Enzio; Mazzini, Stefania; Bortolini, R.; Mongelli, Nicola; D’Alessio, Roberto

doi:10.1039/a702943h

Cited by 6 publications

(2 citation statements)

References 37 publications

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“…On the other hand, our experience suggests that shift variations of oligonucleotide proton signals arise when a ligand intercalates between the base-pairs or binds to the minor groove [40], [41], [42]. The addition of the compound 1 to oligonucleotide solution induced progressively changes in the chemical shift of the DNA but only selected resonances are changed: i.e.…”

Section: Resultsmentioning

confidence: 96%

Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Ferreira

Artali²,

Benoit

et al. 2013

PLoS ONE

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G-quadruplexes are higher-order DNA structures formed from guanine-rich sequences, and have been identified as attractive anticancer drug targets. Elucidating the three-dimensional structure of G-quadruplex with 9-amino acridines and the specific interactions involved in binding selectivity are the key to understanding their mechanism of action. Fluorescence titration assays, competitive dialysis and NMR studies have been used to study the binding specificity of 9-amino acridines to DNA. Structural models of the complexes with the telomeric DNA G-quadruplex based on NMR measurements were developed and further examined by molecular dynamics simulations and free energy calculations. Selective binding of 9-amino acridines for G-quadruplex sequences were observed. These compounds bind between A and G-tetrads, involving significant π-π interactions and several strong hydrogen bonds. The specific interactions between different moieties of the 9-amino acridines to the DNA were examined and shown to play a significant role in governing the overall stabilities of DNA G-quadruplex complexes. Both 9-amino acridines, with similar binding affinities to the G-quadruplex, were shown to induce different level of structural stabilization through intercalation. This unique property of altering structural stability is likely a contributing factor for affecting telomerase function and, subsequently, the observed differences in the anticancer activities between the two 9-amino acridines.

show abstract

Section: Resultsmentioning

confidence: 96%

Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Ferreira

Artali²,

Benoit

et al. 2013

PLoS ONE

Self Cite

View full text Add to dashboard Cite

show abstract

“…On the other hand, our experience suggests that shift variations of oligonucleotide proton signals arise when a ligand intercalates between the base-pairs or binds to the minor groove [40,41,42]. The addition of the compound 1 to oligonucleotide solution induced progressively changes in the chemical shift of the DNA but only selected resonances are changed: i.e.…”

Section: Nmr 9-amino Acridines and G-quadruplex Experimentsmentioning

confidence: 99%

Correction: Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Ferreira¹,

Artali²,

Benoit³

et al. 2013

PLoS ONE

Self Cite

View full text Add to dashboard Cite

G-quadruplexes are higher-order DNA structures formed from guanine-rich sequences, and have been identified as attractive anticancer drug targets. Elucidating the three-dimensional structure of G-quadruplex with 9-amino acridines and the specific interactions involved in binding selectivity are the key to understanding their mechanism of action. Fluorescence titration assays, competitive dialysis and NMR studies have been used to study the binding specificity of 9amino acridines to DNA. Structural models of the complexes with the telomeric DNA G-quadruplex based on NMR measurements were developed and further examined by molecular dynamics simulations and free energy calculations. Selective binding of 9-amino acridines for G-quadruplex sequences were observed. These compounds bind between A and G-tetrads, involving significant p-p interactions and several strong hydrogen bonds. The specific interactions between different moieties of the 9-amino acridines to the DNA were examined and shown to play a significant role in governing the overall stabilities of DNA G-quadruplex complexes. Both 9-amino acridines, with similar binding affinities to the Gquadruplex, were shown to induce different level of structural stabilization through intercalation. This unique property of altering structural stability is likely a contributing factor for affecting telomerase function and, subsequently, the observed differences in the anticancer activities between the two 9-amino acridines.

show abstract

Studies of interaction between a new synthesized minor-groove targeting artificial nuclease and DNA

Yin

Zhang

Zhao

2007

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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1H NMR investigations on the solution structure of the oligonucleotide 5′-d(ACCT5GATGT)-3′/5′-d(ACATCA5GGT)-3′ and its interaction with tallimustine

Cited by 6 publications

References 37 publications

Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Correction: Structure and Stability of Human Telomeric G-Quadruplex with Preclinical 9-Amino Acridines

Studies of interaction between a new synthesized minor-groove targeting artificial nuclease and DNA

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