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咖啡诱变剂甲基乙二醛和过氧化氢对2'-脱氧鸟苷的N-2乙酰化作用。

N-2 acetylation of 2'-deoxyguanosine by coffee mutagens, methylglyoxal and hydrogen peroxide.

作者信息

Nukaya H, Iwami T, Ishida H, Tsuji K, Suwa Y, Wakabayashi K, Nagao M, Sugimura T, Kosuge T

机构信息

School of Pharmaceutical Science, University of Shizuoka, Japan.

出版信息

Mutat Res. 1990 Dec;245(4):251-7. doi: 10.1016/0165-7992(90)90154-c.

DOI:10.1016/0165-7992(90)90154-c
PMID:2266977
Abstract

Coffee shows direct-acting mutagenicity in Salmonella typhimurium TA100 and most of this mutagenicity is due to the synergistic effects of methylglyoxal and hydrogen peroxide. The modifications of deoxyribonucleosides by methylglyoxal plus hydrogen peroxide were studied in vitro. When 2'-deoxyguanosine (6.25 mumole) was treated with methylglyoxal (125 mumole) and hydrogen peroxide (125 mumole) in 5 ml of 0.1 M phosphate buffer (pH 7.4) at 37 degrees C for 3 h, N2-acetyl-2'-deoxyguanosine was formed with a yield of 1.1%. Its formation increased time-dependently. By contrast, no appreciable modification of other deoxynucleosides was detected after their incubation with methylglyoxal and hydrogen peroxide under similar conditions. N2-Acetyl-2'-deoxyguanosine was also formed during incubation of 2'-deoxyguanosine with instant coffee.

摘要

咖啡在鼠伤寒沙门氏菌TA100中表现出直接致突变性,且这种致突变性大多归因于甲基乙二醛和过氧化氢的协同作用。体外研究了甲基乙二醛加过氧化氢对脱氧核糖核苷的修饰作用。当2'-脱氧鸟苷(6.25微摩尔)在5毫升0.1M磷酸盐缓冲液(pH 7.4)中,于37℃下与甲基乙二醛(125微摩尔)和过氧化氢(125微摩尔)反应3小时时,会形成N2-乙酰基-2'-脱氧鸟苷,产率为1.1%。其形成呈时间依赖性增加。相比之下,在类似条件下将其他脱氧核苷与甲基乙二醛和过氧化氢一起孵育后,未检测到明显的修饰。在2'-脱氧鸟苷与速溶咖啡孵育过程中也会形成N2-乙酰基-2'-脱氧鸟苷。

相似文献

1
N-2 acetylation of 2'-deoxyguanosine by coffee mutagens, methylglyoxal and hydrogen peroxide.咖啡诱变剂甲基乙二醛和过氧化氢对2'-脱氧鸟苷的N-2乙酰化作用。
Mutat Res. 1990 Dec;245(4):251-7. doi: 10.1016/0165-7992(90)90154-c.
2
32P-Postlabeling analysis of a DNA adduct, an N2-acetyl derivative of guanine, formed in vitro by methylglyoxal and hydrogen peroxide in combination.对一种DNA加合物进行32P后标记分析,该加合物是由甲基乙二醛和过氧化氢联合作用在体外形成的鸟嘌呤的N2 - 乙酰基衍生物。
Mutat Res. 1996 Apr 13;351(2):173-80. doi: 10.1016/0027-5107(95)00233-2.
3
Implication of hydrogen peroxide in the mutagenicity of coffee.过氧化氢在咖啡致突变性中的作用
Mutat Res. 1985 Dec;144(4):227-30. doi: 10.1016/0165-7992(85)90055-7.
4
Characteristics of major mutagenicity of instant coffee.速溶咖啡的主要致突变特性。
Mutat Res. 1985 Apr;142(4):145-8. doi: 10.1016/0165-7992(85)90013-2.
5
Mutagens in coffee and other beverages.咖啡及其他饮品中的诱变剂。
Environ Health Perspect. 1986 Aug;67:89-91. doi: 10.1289/ehp.866789.
6
Modification of the amino group of guanosine by methylglyoxal and other alpha-ketoaldehydes in the presence of hydrogen peroxide.在过氧化氢存在的情况下,甲基乙二醛和其他α-酮醛对鸟苷氨基的修饰。
Chem Pharm Bull (Tokyo). 1993 Apr;41(4):649-53. doi: 10.1248/cpb.41.649.
7
Mutagenicity of methylglyoxal in coffee.咖啡中甲基乙二醛的致突变性。
Gan. 1982 Oct;73(5):681-3.
8
Mutagenicity studies on coffee. The influence of different factors on the mutagenic activity in the Salmonella/mammalian microsome assay.咖啡的致突变性研究。沙门氏菌/哺乳动物微粒体试验中不同因素对致突变活性的影响。
Mutat Res. 1985 Apr-May;156(1-2):39-52. doi: 10.1016/0165-1218(85)90005-9.
9
Methylglyoxal in beverages and foods: its mutagenicity and carcinogenicity.饮料和食品中的甲基乙二醛:其致突变性和致癌性。
IARC Sci Publ. 1986(70):283-91.
10
Contribution of coffee aroma constituents to the mutagenicity of coffee.
Food Chem Toxicol. 1989 Apr;27(4):227-32. doi: 10.1016/0278-6915(89)90160-9.

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