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[关于在食品熏蒸中使用烷基化剂时N-亚硝基化合物前体形成的问题。II. 溴甲烷作用下各种氨基酸的N-甲基化(作者译)]

[On the problems with respect to the formation of N-nitroso compound precursors when using alkylating agents in the fumigation of foodstuffs. II. N-methylation of various amino acids by the action of methyl bromide (author's transl)].

作者信息

Dunkelberg H

出版信息

Zentralbl Bakteriol Mikrobiol Hyg B. 1980 Jun;171(1):48-54.

PMID:7435000
Abstract

The aim of this investigation was to determine whether the insecticide, methyl bromide, used in the treatment of foodstuffs reacts with the amino group of various amino acids in the sense of an N-methylation, thus generating substrates which can be converted to nitroso compounds, i.e. those which are the precursors of cancerogenic compounds. Cooled liquid methyl bromide was added to the aqueous solutions of five amino acids at different pH values. Samples for thin layer chromatographic separation of the derivatives formed were taken after 1, 2, 3, 4, and 8 hours. The method of proving used was at ninhydrine reaction. The results show that methyl bromide reacts with the amino acids glycine, alanine, valine, leucine and glutamic acid to degrees depending upon the pH value and the length of the reaction. The corresponding N-methyl derivatives are formed, namely sarcosine, N-methyl alanine, N-methyl valine, N-methyl leucine, and N-methyl glutamic acid.

摘要

本研究的目的是确定用于食品处理的杀虫剂甲基溴是否会与各种氨基酸的氨基发生N-甲基化反应,从而生成可转化为亚硝基化合物的底物,即致癌化合物的前体。将冷却的液态甲基溴添加到不同pH值的五种氨基酸水溶液中。在1、2、3、4和8小时后,采集用于薄层色谱分离所形成衍生物的样品。所采用的检测方法是茚三酮反应。结果表明,甲基溴与甘氨酸、丙氨酸、缬氨酸、亮氨酸和谷氨酸发生反应,反应程度取决于pH值和反应时间。相应地形成了N-甲基衍生物,即肌氨酸、N-甲基丙氨酸、N-甲基缬氨酸、N-甲基亮氨酸和N-甲基谷氨酸。

相似文献

1
[On the problems with respect to the formation of N-nitroso compound precursors when using alkylating agents in the fumigation of foodstuffs. II. N-methylation of various amino acids by the action of methyl bromide (author's transl)].[关于在食品熏蒸中使用烷基化剂时N-亚硝基化合物前体形成的问题。II. 溴甲烷作用下各种氨基酸的N-甲基化(作者译)]
Zentralbl Bakteriol Mikrobiol Hyg B. 1980 Jun;171(1):48-54.
2
[On the problems in respect ot the formation of N-nitroso compound precursors when using alkylating agents in the fumigation of foodstuffs. I. Investigations of the formation of secondary amines by the action of ethylene oxide on primary amines and amino acids (author's transl)].[关于在食品熏蒸中使用烷基化剂时N-亚硝基化合物前体形成方面的问题。I. 环氧乙烷对伯胺和氨基酸作用形成仲胺的研究(作者译)]
Zentralbl Bakteriol Mikrobiol Hyg B. 1980 Jun;171(1):42-7.
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Gas-phase reactions of glycine, alanine, valine and their N-methyl derivatives with the nitrosonium ion, NO+.甘氨酸、丙氨酸、缬氨酸及其N-甲基衍生物与亚硝鎓离子(NO⁺)的气相反应。
J Mass Spectrom. 1996 Oct;31(10):1086-92. doi: 10.1002/(SICI)1096-9888(199610)31:10<1086::AID-JMS399>3.0.CO;2-H.
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On the formation of amino acids by gamma-ray-induced carboxylation of amines in aqueous solutions.关于γ射线诱导胺在水溶液中羧化形成氨基酸的研究。
Radiat Res. 1967 Jul;31(3):486-505.
5
Metabolism of amino acids by cultured rat Sertoli cells.培养的大鼠支持细胞对氨基酸的代谢
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Reaction of N-methyl-N'-nitro-N-nitrosoguanidine with protein: formation of nitroguanido derivatives.N-甲基-N'-硝基-N-亚硝基胍与蛋白质的反应:硝基胍基衍生物的形成
Can J Biochem. 1968 Nov;46(11):1410-5.
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The effect of sugar, amino acid, metal ion, and NaCl on model Maillard reaction under pH control.在pH值控制下,糖、氨基酸、金属离子和氯化钠对美拉德反应模型的影响。
Amino Acids. 2004 Aug;27(1):85-90. doi: 10.1007/s00726-004-0067-7. Epub 2004 Feb 27.
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Residues after fumigation with methyl bromide: bromide ion and methyl bromide in middlings and final cereal foodstuffs.溴甲烷熏蒸后的残留物:粗粉和最终谷物食品中的溴离子和溴甲烷。
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Exposure to inorganic bromides from greenhouse crops where methyl bromide was applied for soil fumigation.接触来自使用甲基溴进行土壤熏蒸的温室作物中的无机溴化物。
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[A study of ability of carboxypeptidase A to catalyze reactions of oxygen isotope exchange and transpeptidation].[羧肽酶A催化氧同位素交换和转肽反应能力的研究]
Biokhimiia. 1966 Nov-Dec;31(6):1073-8.