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Photochemical cleavage of DNA by nitrobenzamides linked to 9-aminoacridine

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Nitrobenzamido ligands linked to the DNA intercalator 9-aminoacridine via poly(methylene) chains induce single-strand nicks in DNA upon irradiation with long-wavelength ultraviolet light (lambda greater than or equal to 300 nm). Optimal photocleavage activity was found for the reagent 9-[[6-(4-nitrobenzamido)hexyl]amino]-acridine. Removal of the acridinyl ligand or changing the position of the nitro group from the 4- to the 2-position caused a 10-fold decrease in photocleavage efficiency, whereas a change to the 3-position caused a 30-fold reduction. The DNA cleavage was 5-fold enhanced by subsequent piperidine treatment and showed some sequence dependency with predominant cleavage at G and T residues. Furthermore, significant differences in cleavage preference were observed when the poly(methylene) linker length was changed.

OriginalsprogEngelsk
TidsskriftBiochemistry
Vol/bind27
Udgave nummer17
Sider (fra-til)6338-43
Antal sider6
ISSN0006-2960
StatusUdgivet - 23 aug. 1988

ID: 203631211