1973
DOI: 10.1021/bi00749a009
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Purine N-oxides. 54. Chemical adduct of tryptophan and the oncogen 3-acetoxyxanthine

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Cited by 10 publications
(4 citation statements)
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References 11 publications
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“…13 This reactivity was subsequently shown to be a general property of all IV-(acyloxy)purines that could undergo nucleophilic substitution. 21,23,25 In each instance iodide ion could completely eliminate 8-substitution in favor of a redox reaction, affording iodine and the parent purine.…”
Section: Discussionmentioning
confidence: 99%
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“…13 This reactivity was subsequently shown to be a general property of all IV-(acyloxy)purines that could undergo nucleophilic substitution. 21,23,25 In each instance iodide ion could completely eliminate 8-substitution in favor of a redox reaction, affording iodine and the parent purine.…”
Section: Discussionmentioning
confidence: 99%
“…16,19 Only C-substitution products have been isolated from reactions of jV-(acyloxy)purines with nucleophiles in vitro11"13,15 or in vivo. 6,8,21,22 This alkylating reactivity may account for the oncogenic properties of some purine JV-oxides.…”
mentioning
confidence: 99%
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“…The two isomers are isolated in a combined yield of 25%. Simultaneously, a portion of tryptophan is oxidized to unidentified colored products and a portion (30%) is recovered (388). This reaction with tryptophan could have specific effects on mechanism of cellular control, since aromatic amino acids play a role in the specific binding of proteins to DNA.…”
Section: Reaction With Diazonium Saltsmentioning
confidence: 99%