Alkylation of DNA with a mitomycin derivative, 7-N-(p-hydroxyphenyl)-mitomycin C. Reductive alkylation and preferential binding to adenine.

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A mitomycin derivative, 7-N-(p-hydroxyphenyl)-mitomycin C (M-83) bound to DNA in vivo and chemically after reductive activation. Enzymatic hydrolysis of the modified DNA obtained chemically gave two modified nucleotides ; 7-N-(p-hydroxyphenyl)-mitosene-deoxyadenylic acid adduct (1) and 7-N-(p-hydroxyphenyl)-mitosene-deoxyguanylic acid adduct (2). One of these modified nucleotides, 1, was identified with the modified nucleotide obtained in vivo. The preferential binding to the adenine moiety in DNA and some of chemical information on the structure of these modified nucleotides are described.

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