Photochemical cleavage of DNA by nitrobenzamides linked to 9-aminoacridine.

Abstract:

: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.

journal_name

Biochemistry

journal_title

Biochemistry

authors

Nielsen PE,Jeppesen C,Egholm M,Buchardt O

doi

10.1021/bi00417a021

subject

Has Abstract

pub_date

1988-08-23 00:00:00

pages

6338-43

issue

17

eissn

0006-2960

issn

1520-4995

journal_volume

27

pub_type

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