Recent advances in the synthesis and structure determination of site specifically psoralen-modified DNA oligonucleotides.

TitleRecent advances in the synthesis and structure determination of site specifically psoralen-modified DNA oligonucleotides.
Publication TypeJournal Article
Year of Publication1992
JournalJournal of photochemistry and photobiology. B, Biology
Volume14
Issue1-2
Pagination65-79
Date Published1992 Jun 30
ISSN1011-1344
AbstractWe have developed novel methods for the preparation of multimicromole quantities of extremely pure, uniquely photoadducted psoralen-DNA cross-links, furan-side monoadducted DNA and pyrone-side monoadducts. Psoralen cross-linked and furan-side monoadducted DNA were produced by employing high intensity argon ion and krypton ion lasers as light sources. Pyrone-side monoadducts were prepared by base-catalyzed photoreversal of psoralen cross-links. The various psoralen-adducted DNA oligomers were efficiently purified by high performance liquid chromatography. These methods have permitted us to synthesize 4 mumol each of a self-complementary 8-mer d(GCGTACGC) 4'-(hydroxymethyl)-4,5',8-trimethylpsoralen (HMT) furan-side monoadduct and HMT cross-link. Preliminary nuclear magnetic resonance (NMR) data on the HMT cross-linked 8-mer d(GCGTACGC) have been obtained which confirmed the presence of the diadducted psoralen at the unique 5'TpA3' site. NMR data obtained from the 8-mer furan-side monoadduct revealed that the psoralen molecule is intercalated into the DNA double helix. Preliminary crystals of 8-mer cross-linked DNA molecule have been grown. Conditions for the growth of X-ray diffraction-quality crystals and the further analysis of these crystals are now in progress.
URLhttps://linkinghub.elsevier.com/retrieve/pii/1011-1344(92)85083-7
PubMed Linkhttp://www.ncbi.nlm.nih.gov/pubmed/1432385?dopt=Abstract
Short TitleJ Photochem Photobiol B