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

Fung Lung Chung; Stephen S. Hecht

doi:10.1093/carcin/6.11.1671

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

Fung Lung Chung, Stephen S. Hecht

Laboratory Medicine and Pathology

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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 language	English (US)
Pages (from-to)	1671-1673
Number of pages	3
Journal	Carcinogenesis
Volume	6
Issue number	11
DOIs	https://doi.org/10.1093/carcin/6.11.1671
State	Published - 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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title = "Formation of the cyclic 1,n-glyoxal-deoxyguanosine adduct upon reaction of n-nitroso-2-hydroxymorpholine with deoxyguanosine",

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.",

author = "Chung, {Fung Lung} and Hecht, {Stephen S.}",

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'.",

year = "1985",

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T1 - Formation of the cyclic 1,n-glyoxal-deoxyguanosine adduct upon reaction of n-nitroso-2-hydroxymorpholine with deoxyguanosine

AU - Chung, Fung Lung

AU - Hecht, Stephen S.

N1 - 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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Y1 - 1985/11

N2 - 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.

AB - 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.

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

Abstract

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