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PubMed · 17131448

DNA-based phosphane ligands.

Mihaela Caprioara·Roberto Fiammengo·Marianne Engeser·Andres Jäschke
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Abstract

In order to expand the repertoire of DNA sequences specifically interacting with transition metals, we report here the first examples of DNA sequences carrying mono- and bidentate phosphane ligands as well as P,N-ligands. Aminoalkyl-modified oligonucleotides have been reacted at predetermined internal sites with carboxylate derivatives of pyrphos, BINAP and phosphinooxazoline (PHOX) 2 b-d. Carbodiimide coupling in the presence of N-hydroxysuccinimide provided the DNA-ligand conjugates in 38-78 % yield. Phosphane-containing oligonucleotides and their phosphane sulfide analogues were characterized by mass spectrometry (MALDI-TOF and FT-ICR-ESI) and their stability after purification and isolation was systematically investigated. While DNA-appended pyrphos ligand was quickly oxidized, BINAP and PHOX conjugates showed high stabilities, making them useful precursors for incorporation of transition metals into DNA.

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BiochemistryChromatography, High Pressure LiquidDNALigandsPhosphinesJournal ArticleResearch Support, Non-U.S. Gov't

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Mihaela Caprioara, Roberto Fiammengo, Marianne Engeser, Andres Jäschke. 2007. DNA-based phosphane ligands.. https://doi.org/10.1002/chem.200601058

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