Automated synthesis of 3′-metalated oligonucleotides

E. S. Krider, J. J. Rack, N. L. Frank, T. J. Meade*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

We report the first synthesis ofa metallonucleoside bound to a solid support and subsequent oligonucleotide synthesis with this precursor. Large-scale syntheses of metal-containing oligonucleotides are achieved using a solid support modified with [Ru(bpy)2(impy′)]2+ (bpy is 2,2′-bipyridine; impy′ is 2′-iminomethylpyridyl-2′-deoxyuridine). A duplex formed with the metal-containing oligonucleotide exhibits superior thermal stability when compared to the corresponding unmetalated duplex (Tm = 50 °C vs Tm = 48 °C). Electrochemical (E1/2 = 1.3 V vs NHE), absorption (λmax = 480 nm), and emission (λmax = 720 nm, τ = 44 ns, Φ = 0.11 × l0-3) data for the ruthenium-modified oligonucleotides indicate that the presence of the oligonucleotide does not perturb the electronic properties of the ruthenium complex. The absence of any change in the emission properties upon duplex formation suggests that the [Ru(bpy)2(impy)]2+ chromophore will be a valuable probe for DNA-mediated electron-transfer studies. Despite the relatively high Ru(III/II) reduction potential, oxidative quenching of photoexcited [Ru(bpy)2(impy)]2+ does not lead to oxidative damage of guanine or other DNA bases.

Original languageEnglish (US)
Pages (from-to)4002-4009
Number of pages8
JournalInorganic chemistry
Volume40
Issue number16
DOIs
StatePublished - Jul 30 2001

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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