Addressing the properties of “Metallo-DNA” with a Ag(<scp>i</scp>)-mediated supramolecular duplex

Mistry, Liam; El-Zubir, Osama; Durá, Gema; Clegg, William; Waddell, Paul G.; Pope, Thomas; Hofer, Werner A.; Wright, Nick; Horrocks, Benjamin R.; Houlton, Andrew

doi:10.1039/c8sc05103h

Cited by 40 publications

(54 citation statements)

References 63 publications

(110 reference statements)

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“…Multiple incorporations of silver ions into DNA can form “metal” DNA, in which all canonical base pairs are replaced by silver‐mediated pairs . By this means, nanoscopic silver wires can be constructed, which have the potential to conduct electrons through the DNA molecule.…”

Section: Introductionsupporting

confidence: 75%

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Anomeric 5‐Aza‐7‐deaza‐2′‐deoxyguanosines in Silver‐Ion‐Mediated Homo and Hybrid Base Pairs: Impact of Mismatch Structure, Helical Environment, and Nucleobase Substituents on DNA Stability

Zhou

Kondhare

Leonard

et al. 2019

Chemistry A European J

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Nucleoside configuration (a-d vs. b-d), nucleobase substituents, and the helicalD NA environment of silvermediated 5-aza-7-deazaguanine-cytosine base pairs have a strong impact on DNA stability. This has been demonstrated by investigations on oligonucleotide duplexes with silvermediated base pairs of a-d and b-d anomeric 5-aza-7-deaza-2'-deoxyguanosines and anomeric 2'-deoxycytidines incorporated in 12-merd uplexes. To this end, anew syntheticprotocol has been developed to access the pure anomerso f5aza-7-deaza-2'-deoxyguanosine by glycosylationo fe ither the protected nucleobase or its salt followed by separation of the glycosylation products by crystallization and chromatography.T hermal stability measurements were performed on duplexes with a-d/a-d and b-d/b-d homo base pairs or a-d/b-d and b-d/a-d hybrid pairs within two sequence environments, positions 6o r7 ,o fo ligonucleotided uplexes. The respective T m stabilityi ncreases observed after silveri on addition differ significantly.H omo base pairs with b-d/b-d or a-d/a-d nucleoside combinations are more stable than a-d/ b-d hybrid base pairs.T he positional switch of silver-ionmediated base pairs has as ignificant impact on stability.N ucleobases ubstituentsi ntroduced at the 5-position of the dC site of silver-mediated base pairs affect base pair stability to am inor extent.O ur investigation might lead to applications in the construction of bioinspired nanodevices,i nD NA diagnostics, or metal-DNA hybrid materials.[a] X.Scheme1.Upper part:S ynthesis of protectednucleobase residues and nucleobase-anion glycosylation protocolf or the synthesis of b-dZ (1)and a-dZ (2). i) (iBu) 2 O, H 3 PO 4 ,reflux;i i) precipitation from the reactionm ixture;iii)recrystallization from aq MeOH; iv) TDA-1, MeCN, K 2 CO 3 ,RT, 1h,v )flashc olumn (FC);vi) recrystallization from aq MeOH; vii)FCo ft he mother liquor; viii)saturated NH 3 /MeOH.Lower part:Protected 5-aza-7-deaza-2'-deoxyguanosine nucleoside derivativesused in this study.

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Section: Introductionsupporting

confidence: 75%

“…If the amount of silver ions is considerably increased, not only mismatches but also canonical H‐bonded Watson–Crick base pairs form silver‐mediated pairs. This occurs in a non‐programmable way, resulting in the formation of DNA silver wires …”

Section: Introductionmentioning

confidence: 99%

Anomeric 5‐Aza‐7‐deaza‐2′‐deoxyguanosines in Silver‐Ion‐Mediated Homo and Hybrid Base Pairs: Impact of Mismatch Structure, Helical Environment, and Nucleobase Substituents on DNA Stability

Zhou

Kondhare

Leonard

et al. 2019

Chemistry A European J

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“…Further increasing the Ag I concentrations into the duplex, shows a negative peak at~270 nm, which may be the formation of aggregates of DNAs that give rise to a CD signal that resembles of Z-DNA. [18,29,[40][41][42] But this does not necessarily suggest Z-DNA. We further carried out gel electrophoresis experiments on ds-DNA containing CÀ C mispairs ( Figure S4).…”

Section: Introductionmentioning

confidence: 99%

Consecutive Silver(I) Ion Incorporation into Oligonucleotides containing Cytosine‐Cytosine Mispairs

2020

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Herein, the consecutive incorporation of Ag I ion into the dsDNA containing adjacent CÀ C mispairs is demonstrated. The melting temperature (T m) was 8°C higher for DNA containing three CÀ C mispairs upon the addition of three Ag I ions as compared to the Ag I-free DNA, and no T m was obtained in the presence of excess Ag I ion, indicating a stable bridging of C-Ag I À C upon the incorporation of the stoichiometric amount of Ag I per CÀ C mispair. The circular dichroism (CD) spectra of the dsDNA showed a negative peak at~270 nm in the presence of excess Ag I , implying that significant structural changes and a potential aggregation of DNA occurred. Subsequently, the Ag I-mediated DNA strands are immobilized on Au surfaces. Their electrochemical properties are monitored using CV, EIS and SECM showing increased overpotentials and charge-transfer resistances, and decreased the rate constant in the presence of an excess of Ag I , respectively. These results are further supported by the XPS and sulfide-Au reductive desorption measurements.

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“…They are non-covalent interactions and dynamic covalent bonds. Non-covalent interactions include hydrogen bond [40], host-guest interactions [42], electrostatic interactions [43], π-π interactions [80], and hydrophobic interactions [44]. The weak intermolecular forces of non-covalent interactions facilitate the reversible assembly and disassembly of self-healing hydrogels.…”

Section: Smart Polymeric Materials In Biomedicinementioning

confidence: 99%

Smart polymers for cell therapy and precision medicine

et al. 2019

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Soft materials have been developed very rapidly in the biomedical field over the past 10 years because of advances in medical devices, cell therapy, and 3D printing for precision medicine. Smart polymers are one category of soft materials that respond to environmental changes. One typical example is the thermally-responsive polymers, which are widely used as cell carriers and in 3D printing. Self-healing polymers are one type of smart polymers that have the capacity to recover the structure after repeated damages and are often injectable through needles. Shape memory polymers are another type with the ability to memorize their original shape. These smart polymers can be used as cell/drug/protein carriers. Their injectability and shape memory performance allow them to be applied in bioprinting, minimally invasive surgery, and precision medicine. This review will describe the general materials design, characterization, as well as the current progresses and challenges of these smart polymers.

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Addressing the properties of “Metallo-DNA” with a Ag(i)-mediated supramolecular duplex

Abstract: The silver-nucleoside complex [Ag(i)-(N3-cytidine)2]+, 1, self-assembles to form a supramolecular metal-mediated base-pair array highly analogous to those seen in metallo-DNA.

Cited by 40 publications

References 63 publications

Anomeric 5‐Aza‐7‐deaza‐2′‐deoxyguanosines in Silver‐Ion‐Mediated Homo and Hybrid Base Pairs: Impact of Mismatch Structure, Helical Environment, and Nucleobase Substituents on DNA Stability

Anomeric 5‐Aza‐7‐deaza‐2′‐deoxyguanosines in Silver‐Ion‐Mediated Homo and Hybrid Base Pairs: Impact of Mismatch Structure, Helical Environment, and Nucleobase Substituents on DNA Stability

Consecutive Silver(I) Ion Incorporation into Oligonucleotides containing Cytosine‐Cytosine Mispairs

Smart polymers for cell therapy and precision medicine

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