Structural specificity for the photoinactivation of nucleic acids by furocoumarins

The Effects of DNA Covalent Adducts on in Vitro Transcription

“…The decrease in the amount of RNA synthesized on a modified template is assessed by measuring the incorporation of radioactive ribonucleotides into the transcript. Transcription, as well as replication assays, were used to characterize the covalent interactions of furocoumarins, ,− benzo[ a ]pyrene, , 2-aminofluorene, , cisplatin and trans -DDP, ammineruthenium complex, and nitracrine 57 with DNA.…”

Psoralens as Photoactive Probes of Nucleic Acid Structure and Function: Organic Chemistry, Photochemistry, and Biochemistry

“…Both tritium and carbon-14 labeled psoralens have been synthesized by routine synthetic manipulation to obtain radiolabeled derivatives. Methods used include exchange reactions with tritium gas (88,89) and tdtiated water (25), catalytic reduction (80,81) and hydrogenolysis tritium gas (90), alkylation with tritium (80,81) or carbon-14 labeled alkyl halides, borotritide reductions of aldehydes and ketones (80), and various ring syntheses with carbon-14 labeled precursors (47). The exchange procedures typically give low specific activities (50-300 mCi/mmol) and do not sitespecifically label the molecule.…”

The reaction of the psoralens with deoxyribonucleic acid

“…Many investigators have used Wilzbach exchange to obtain labelled psoralens with specific activities in the 1-50 mCi/mmol range. Tritiumlabelledpsoralen,angelicin(isopsoralen),8-methoxypsoralen (8-MOP), 5-methoxypsoralen (5-MOP), 3-carbethoxypsoralen (3-CEP), and many mono-, di-, tri-, and tetramethyl psoralens have been prepared by the Wilzbach procedure (Rodighiero, Chandra & Walker, 1970a;Rodighiero et al 19706;Dall'Acqua et al 1971, 1974Cole, 1971, Averbeck, Moustacchi & Bisagni, 1978. As…”