Formation of the cyclic 1,n-glyoxal-deoxyguanosine adduct upon reaction of n-nitroso-2-hydroxymorpholine with deoxyguanosine

Fung Lung Chung, Stephen S. Hecht

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Abstract

N-nitroso-2-hydroxymorpholine, a mutagenic metabolite of N-nitrosomorpholine and N-nitrosodiethanolamine, reacted with deoxyguanosine at pH 7, 37°C, to give 3-(2-deoxy-β-D-erythropentofuranosyI)-6, 7-dihydro-6, 7-dihydroxyimidazo-[1, 2-a]purine-9(3H)one, which is also formed by reaction of deoxyguanosine with glyoxal. The results suggest that this adduct might be involved in DNA binding by N-nitrosomorpholine and N-nitrosodiethanolamine.

Original languageEnglish (US)
Pages (from-to)1671-1673
Number of pages3
JournalCarcinogenesis
Volume6
Issue number11
DOIs
StatePublished - Nov 1985

Bibliographical note

Funding Information:
This research was supported by NCI Grant CA-23901. This is paper No. 92 in the series 'A Study of Chemical Carcinogenesis'.

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