Synthesis and Reactions of Some N-Nitrosamines

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Nucleophiles react with the α-acetoxy derivative of α-hydroxybenzylbenzylnitrosamine at the carbonyl carbon of the acetoxy moiety followed by fragmentation to the very same intermediates formed by oxidative metabolism. Since α-acetoxybenzylbenzylnitrosamine has been shown to be able to acylate nucleophiles and since the nucleic acids are nucleophiles, then it is possible that this compound may cause mutations by an acylation pathway instead of or in addition to the more common alkylation pathway. The data in Part I of this dissertation should be considered in any further biological investigations of N,N-dialkylnitrosamine induced mutagenesis or carcinogenesis. The study of the synthesis, reactions, mutagenicity, ... continued below

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xii, 268 leaves : ill.

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Gunn, Valerie E. (Valerie Elizabeth) December 1982.

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  • Gunn, Valerie E. (Valerie Elizabeth)

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Nucleophiles react with the α-acetoxy derivative of α-hydroxybenzylbenzylnitrosamine at the carbonyl carbon of the acetoxy moiety followed by fragmentation to the very same intermediates formed by oxidative metabolism. Since α-acetoxybenzylbenzylnitrosamine has been shown to be able to acylate nucleophiles and since the nucleic acids are nucleophiles, then it is possible that this compound may cause mutations by an acylation pathway instead of or in addition to the more common alkylation pathway. The data in Part I of this dissertation should be considered in any further biological investigations of N,N-dialkylnitrosamine induced mutagenesis or carcinogenesis. The study of the synthesis, reactions, mutagenicity, and the possible correlation to compound liposolubility of cyclic N-nitrosamines was also investigated.

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xii, 268 leaves : ill.

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  • December 1982

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  • Aug. 22, 2014, 6 p.m.

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  • May 18, 2018, 12:43 p.m.

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Gunn, Valerie E. (Valerie Elizabeth). Synthesis and Reactions of Some N-Nitrosamines, dissertation, December 1982; Denton, Texas. (digital.library.unt.edu/ark:/67531/metadc331690/: accessed June 21, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; .