Grinstaff Group - BME/Chemistry - Boston University

Metallo-oligodeoxynucleotides and DNA-Mediated Charge Transfer

Oligodeoxynucleotides (ODNs) modified with functional reporter groups have diverse and important research and clinical applications including primers for DNA sequencing, hybridization probes for detecting DNA, anti-sense and antigene oligonucleotides for therapy, and spectroscopic probes for DNA structure and function studies. We have developed synthetic strategies to site-specifically label ODNs with spectroscopic and/or redox-active transitional metal or organic chromophores. The first approach involves synthesizing the labeled phosphoramidite for subsequent incorporation into the nucleic acid strand using standard DNA synthesis protocols (see Figure). The second approach entails derivatizing the ODN during solid-phase synthesis using Pd(0) cross-coupling chemistry (see Figure). In DNA the effects of oligodeoxynucleotide sequence, base-pairing, p-stacking, as well as the donor-acceptor distance and driving force on electron-transfer rates are of interest, and experiments are being performed to address many of these issues. Using our synthetic skills, we have prepared DNA duplexes labeled with electron-transfer probes. We observed an electron-transfer reaction between phenothiazine (PTZ), the electron donor, and the photoexcited acceptor chromophore, *Ru(bpy)2(4-m-4'-pa-bpy)2+.flaps.

Selected Publications

© Copyright 2009. Grinstaff Group. All rights reserved. Boston University / BME / Chemistry

Boston University College of Engineering Department of Biomedical Engineering Boston University Department of Chemistry Boston University