Oligonucleotide Complexes in Bioorganometallic Chemistry

Lönnberg, Tuomas; Hande, Madhuri; Ukale, Dattatraya

doi:10.1016/b978-0-12-820206-7.00030-5

Cited by 3 publications

(1 citation statement)

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“…Alternatively to these organic modifications, there is growing interest in nucleic acids modified with coordination or organometallic metal complexes. [28][29][30][31][32][33][34][35][36][37][38][39][40][41] The most notable examples of such modifications resulted in metallo-DNA nanostructures and nanowires. 29,33 Furthermore, metal-containing oligonucleotides and nucleosides were shown to exhibit useful redox, 38,42 radioactive, 43 and luminescence 44 properties.…”

Section: Introductionmentioning

confidence: 99%

Replacement of the phosphodiester backbone between canonical nucleosides with a dirhenium carbonyl “click” linker—a new class of luminescent organometallic dinucleoside phosphate mimics

Kowalski¹,

Skiba²,

Kowalczyk³

et al. 2023

Dalton Trans.

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Section: Introductionmentioning

confidence: 99%

Replacement of the phosphodiester backbone between canonical nucleosides with a dirhenium carbonyl “click” linker—a new class of luminescent organometallic dinucleoside phosphate mimics

Kowalski¹,

Skiba²,

Kowalczyk³

et al. 2023

Dalton Trans.

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The Impact of Secondary Structure on the Base‐Filling of N‐Methoxy‐1,3‐Oxazinane (MOANA) and N‐Methoxy‐1,3‐Oxazolidine Glycol Nucleic Acid (MOGNA) Oligonucleotides

Afari,

Heikinmäki,

Virta

et al. 2024

ChemBioChem

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Various single‐stranded and hairpin‐forming DNA and 2'‐O‐methyl‐RNA oligonucleotides bearing a single (2R,3S)‐4‐(methoxyamino)butane‐1,2,3‐triol residue esterified from either O1 and O2 or O1 and O3 were synthesized. Incubation of these oligonucleotides with equimolar mixtures of formylmethyl derivatives of the canonical nucleobases and 2‐methylbenzimidazole under mildly acidic conditions revealed base‐filling of the modified site to be strongly favored by base stacking of a double‐helix, especially an A‐type one. In 2'‐O‐methyl‐RNA hairpin oligonucleotides, base‐filling of the (2R,3S)‐4‐(methoxyamino)butane‐1,2,3‐triol residue with nucleobase aldehydes followed the rules of Watson–Crick base pairing, thymine being the only exception. In single‐stranded oligonucleotides or the Hoogsteen strand of triple helices, both the yield and selectivity of base‐filling were much more modest.

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