Photochemical cleavage of DNA by nitrobenzamides linked to 9-aminoacridine
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Photochemical cleavage of DNA by nitrobenzamides linked to 9-aminoacridine. / Nielsen, Peter E.; Jeppesen, C; Buchardt, O; Egholm, M.
I: Biochemistry, Bind 27, Nr. 17, 23.08.1988, s. 6338-43.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Photochemical cleavage of DNA by nitrobenzamides linked to 9-aminoacridine
AU - Nielsen, Peter E.
AU - Jeppesen, C
AU - Buchardt, O
AU - Egholm, M
PY - 1988/8/23
Y1 - 1988/8/23
N2 - 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.
AB - 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.
KW - Aminoacridines/chemical synthesis
KW - Benzamides/pharmacology
KW - DNA/drug effects
KW - Indicators and Reagents
KW - Nitro Compounds/pharmacology
KW - Photolysis
KW - Plasmids/drug effects
KW - Structure-Activity Relationship
U2 - 10.1021/bi00417a021
DO - 10.1021/bi00417a021
M3 - Journal article
C2 - 3219340
VL - 27
SP - 6338
EP - 6343
JO - Biochemistry
JF - Biochemistry
SN - 0006-2960
IS - 17
ER -
ID: 203631211