title: Methods for the large-scale synthesis of psoralen furan-side monoadducts and diadducts.
abstract: We report methods for the preparation of multimicromole quantities of extremely pure uniquely photo-adducted psoralen-DNA furan-side monoadducts and diadducts (cross-links). The methods use high-intensity krypton and argon ion lasers in the photoreactions and HPLC methods to purify the required oligonucleotides containing the photoadducts. With these methods we have synthesized 2-3 mumol of 8-mer psoralen furan-side monoadduct and diadduct. These methods allow one to generate large amounts of psoralenated DNA oligonucleotides and facilitate their study by NMR and x-ray crystallography.
authors.affiliation: Department of Chemistry, University of California, Berkeley.
authors.forename: H P
authors.initials: HP
authors.lastname: Spielmann
authors.forename: S S
authors.initials: SS
authors.lastname: Sastry
authors.forename: J E
authors.initials: JE
authors.lastname: Hearst
mesh_terms: D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry*; D005663:Furans; D007834:Lasers; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014307:Trioxsalen / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D003432:Cross-Linking Reagents; D005663:Furans; D009838:Oligodeoxyribonucleotides; C016507:hydroxymethyltrioxsalen; D004247:DNA; D014307:Trioxsalen