Synthesis and Kinetic Properties of Ribozyme Analogues Prepared Using Phosphoramidite Derivatives of Dysprosium(III) Texaphyrin

Magda, Darren; Crofts, Shaun; Lin, Alice V.; Miles, Dale; Wright, Meredith; Sessler, Jonathan L.

doi:10.1021/ja9627149

Cited by 72 publications

(55 citation statements)

References 9 publications

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“…2a,b) 37 and texaphyrin (cf. 3a-c), 38,39 have been used for this purpose. The highest cleavage rate has been obtained with the Dy 3+ chelate conjugate, 3c-Dy 3+ , which cleave the target at the 3 -side of the first unpaired nucleotide, the half-life being 2.1 h at pH 7.5 and 37 • C. 39 The conjugate has also been shown to exhibit turnover.…”

Section: Artificial Ribonucleases Based On Lanthanide Ionsmentioning

confidence: 99%

Artificial ribonucleases

2006

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Mimicking the action of enzymes by simpler and more robust man-made catalysts has long inspired bioorganic chemists. During the past decade, mimics for RNA-cleaving enzymes, ribonucleases, or, more precisely, mimics of ribozymes that cleave RNA in sequence-selective rather than base-selective manner, have received special attention. These artificial ribonucleases are typically oligonucleotides (or their structural analogs) that bear a catalytically active conjugate group and catalyze sequence-selective hydrolysis of RNA phosphodiester bonds.

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Section: Artificial Ribonucleases Based On Lanthanide Ionsmentioning

confidence: 99%

Artificial ribonucleases

2006

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“…Recently there have been increasing efforts to attach metal‐containing groups to sites on DNA strands 1–7. Of particular interest are redox‐active metal complexes, since these may induce oxidative cleavage for use in the design of artificial nucleases,1, 8–10 act as electrochemical probes for sensing applications,11–13 and are also important in studies on DNA‐mediated electron transfer 4, 14–28…”

Section: Introductionmentioning

confidence: 99%

Metallocene–DNA: Synthesis, Molecular and Electronic Structure and DNA Incorporation of C5-Ferrocenylthymidine Derivatives

et al. 2002

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“…In these studies, stable, preformed Eu(III) complexes of macrocyclic ligands were covalently attached to oligonucleotides to form sequence specific RNA cleavage agents. The ability of the macrocyclic ligands to dehydrate the metal was crucial to the stability of the complexes 23, 24…”

Section: Metric and Chemical Properties Of Lanthanidesmentioning

confidence: 99%

Binding of Europium(III) ions to RNA stem loops: Role of the primary hydration sphere in complex formation

Mundoma

Greenbaum

2003

Biopolymers

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Understanding the process by which RNA molecules fold into stable structures includes study of the role of site-bound metal ions. Because the alkaline earth metal ions typically associated with RNA structure [most often Mg(II)] do not provide convenient spectroscopic signals, replacement with metal ions having spectroscopically useful properties has been a valuable approach. The luminescence properties of the lanthanide(III) series, in particular europium(III), have made them useful in the study of complexation with biomolecules. We review the physical, chemical, and spectroscopic characteristics of Eu(III) that contribute to its value as a probe of RNA-metal ion interactions, and examples of information obtained from studies of Eu(III) bound to small RNA stem loops. Although Eu(III) has similar site preference to Mg(II), luminescence and isothermal titration calorimetry measurements indicate that Ln(III) loses water molecules from the inner hydration sphere more readily than does Mg(II), resulting in more direct coordination between RNA and the metal ion and very different energetics of binding. In some cases, e.g., a GAAA tetraloop, binding appears to occur by a lock and key process; in the same base sequence containing certain deoxynucleoside substitutions that alter loop structure, binding appears to occur by an induced fit process.

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Synthesis and Kinetic Properties of Ribozyme Analogues Prepared Using Phosphoramidite Derivatives of Dysprosium(III) Texaphyrin

Cited by 72 publications

References 9 publications

Artificial ribonucleases

Artificial ribonucleases

Metallocene–DNA: Synthesis, Molecular and Electronic Structure and DNA Incorporation of C5-Ferrocenylthymidine Derivatives

Binding of Europium(III) ions to RNA stem loops: Role of the primary hydration sphere in complex formation

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