Photo-induced DNA-cleaving agents

Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving nucleic acid

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435 5, 435 911, 536 221, 536 231, 536 2721, 536 2854, 536 285, C12Q 168, C12Q 170, C12P 1934, C07H 1904

Patent

active

055276830

ABSTRACT:
The present invention discloses a photo-induced DNA-cleaving agent composition comprises N-aryl-N-(alkyl or arylalkyl)hydroxylamine having the following formula: ##STR1## wherein R is C.sub.1 -C.sub.6 alkyl, phenyl, C.sub.1 -C.sub.6 alkoxy, phenoxy, C.sub.1 -C.sub.6 alkoxycarbonyl, halogen or halo(C.sub.1 -C.sub.6 alkyl)wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, phenyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxycarbonyl, halogen or halo(C.sub.1 -C.sub.6 alkyl); R.sub.2 is hydrogen; R.sub.3 is hydrogen or phenyl; R.sub.4 is hydrogen, phenyl, hydroxylphenyl, methoxyphenyl, dimethoxyphenyl, dimethylaminophenyl or naphthyl. The present N-aryl-N-(alkyl or arylalkyl)hydroxylamine is stable in dark, but it can react with O.sub.2 to form HO. radicals under irradiation of UV light for a period of 2-3 hours. The HO. radicals then react with DNA to accomplish cleavage of DNA.

REFERENCES:
patent: 4797350 (1989-01-01), Ohbayashi et al.
Vaught et al. "Arylhydroxylamine--induced ribonucleic acid chain cleavage ad chromatographic analysis of arylamine ribonucleic acid adducts" Chem. Biol. Interactions 34: 109-124. 1981.
Sternson et al. Reaction of Phenylhydroxylamine with Bisulfite. A possible model for Amine-medicated carcinogenesis. J.Org. Chem 48: 57-60. 1983.
Jih Ru Hwu, et al., "N--Arylalkyl--N--phenylhydroxylamines as Novel Photo-induced DNA--cleaving Agents", J. Chem. Soc., Chem. Commun., Jun. 1994.

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