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

Research output: Contribution to journal › Article › peer-review

32 Scopus citations

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'.

Publisher link

10.1093/carcin/6.11.1671

Find It

Find It at U of M Libraries

Cite this

@article{32847fd4ece8469ca27d6ba01e360a2d,

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",

month = nov,

doi = "10.1093/carcin/6.11.1671",

language = "English (US)",

volume = "6",

pages = "1671--1673",

journal = "Carcinogenesis",

issn = "0143-3334",

publisher = "Oxford University Press",

number = "11",

}

TY - JOUR

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'.

PY - 1985/11

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.

UR - http://www.scopus.com/inward/record.url?scp=0022235595&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0022235595&partnerID=8YFLogxK

U2 - 10.1093/carcin/6.11.1671

DO - 10.1093/carcin/6.11.1671

M3 - Article

C2 - 4053285

AN - SCOPUS:0022235595

SN - 0143-3334

VL - 6

SP - 1671

EP - 1673

JO - Carcinogenesis

JF - Carcinogenesis

IS - 11

ER -

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

Abstract

Bibliographical note

Publisher link

Find It

Other files and links

Fingerprint

Cite this