DNA modified with metal complexes: Applications in the construction of higher order metal–DNA nanostructures

Yang, Hua; Metera, Kimberly; Sleiman, Hanadi F.

doi:10.1016/j.ccr.2010.02.026

Cited by 95 publications

(41 citation statements)

References 111 publications

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“…Only a limited number of covalent bonds have yet demonstrated sufficient reversibility to support these types of applications and most involve exchange through disulfide bonds, iminium ions, hydrazones or boronate complexes 17 . Metal-ligand interactions have also been used for exchange within dynamic mixtures 18 , and a few examples suggest that Michael reactions have a potential for reversible assembly of macromolecules as well 19,20 . In particular, a Michael reaction based on a-methylene-4-nitrostyrene was used as the basis for one of the most extensive transfers to date of a mobile electrophile along a linear path of nitrogen nucleophiles 21,22 .…”

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confidence: 99%

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

Fakhari

Rokita

2014

Nat Commun

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DNA has previously served as an excellent scaffold for molecular transport based on its noncovalent base pairing to assemble both stationary and mobile elements. Use of DNA can now be extended to transport systems based on reversible covalent chemistry. Autonomous and bipedal-like migration of crosslinking within helical DNA is made possible by tandem exchange of a quinone methide intermediate. In this report, net transport is illustrated to proceed over 10 base pairs. This process is driven towards its equilibrium distribution of crosslinks and consumes neither the walker nor the track irreversibly. Successful migration requires an electron-rich quinone methide to promote its regeneration and a continuous array of nucleophilic sites along its DNA track. Accordingly, net migration can be dramatically influenced by the presence of noncanonical structures within duplex DNA as demonstrated with a backbone nick and extrahelical bulge.

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confidence: 99%

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

Fakhari

Rokita

2014

Nat Commun

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“…Hence, longer sequences are accessible than by conventional solid-phase synthesis which might permit the creation of novel metal sensors, [39] long, metallated DNA nanowires, [14a] multistep replicating systems, [21a, 40] or novel immobilization methods for nucleic acids. [41]…”

Section: Discussionmentioning

confidence: 99%

On the Enzymatic Formation of Metal Base Pairs with Thiolated and pK_a‐Perturbed Nucleotides

et al. 2019

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The formation of artificial metal base pairs is an alluring and versatile method for the functionalization of nucleic acids. Access to DNA functionalized with metal base pairs is granted mainly by solid‐phase synthesis. An alternative, yet underexplored method, envisions the installation of metal base pairs through the polymerization of modified nucleoside triphosphates. Herein, we have explored the possibility of using thiolated and pKa‐perturbed nucleotides for the enzymatic construction of artificial metal base pairs. The thiolated nucleotides S2C, S6G, and S4T as well as the fluorinated analogue 5FU are readily incorporated opposite a templating S4T nucleotide through the guidance of metal cations. Multiple incorporation of the modified nucleotides along with polymerase bypass of the unnatural base pairs are also possible under certain conditions. The thiolated nucleotides S4T, S4T, S2C, and S6G were also shown to be compatible with the synthesis of modified, high molecular weight single‐stranded (ss)DNA products through TdT‐mediated tailing reactions. Thus, sulfur‐substitution and pKa perturbation represent alternative strategies for the design of modified nucleotides compatible with the enzymatic construction of metal base pairs.

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“…Seeman also showed how to build 3D closed structures (such as polyhedrons) from DNA by developing strategies for corners and edges. 52 More chemists have recently entered the design arena and have made chimeric structures containing DNA and small molecules, 53 DNA and metal complexes 54 and DNA and inorganic nanoparticles. 55 Over time, designs for forming an impressive array of structures, such as tubes 56 and buckyballs, 57 from DNA have been demonstrated.…”

Section: Nanostructures and Materialsmentioning

confidence: 99%

Chemistry of nucleic acids: impacts in multiple fields

Khakshoor

Kool

2011

Chem. Commun.

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Research in nucleic acids has made major advances in the past decade in multiple fields of science and technology. Here we discuss some of the most important findings in DNA and RNA research in the fields of biology, chemistry, biotechnology, synthetic biology, nanostructures and optical materials, with emphasis on how chemistry has impacted, and is impacted by, these developments. Major challenges ahead include the development of new chemical strategies that allow synthetically modified nucleic acids to enter into, and function in, living systems.

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DNA modified with metal complexes: Applications in the construction of higher order metal–DNA nanostructures

Cited by 95 publications

References 111 publications

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

On the Enzymatic Formation of Metal Base Pairs with Thiolated and pK_a‐Perturbed Nucleotides

Chemistry of nucleic acids: impacts in multiple fields

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DNA modified with metal complexes: Applications in the construction of higher order metal–DNA nanostructures

Cited by 95 publications

References 111 publications

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

A walk along DNA using bipedal migration of a dynamic and covalent crosslinker

On the Enzymatic Formation of Metal Base Pairs with Thiolated and pKa‐Perturbed Nucleotides

Chemistry of nucleic acids: impacts in multiple fields

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Product

Resources

About

On the Enzymatic Formation of Metal Base Pairs with Thiolated and pK_a‐Perturbed Nucleotides