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大鼠体内2-溴乙醇和环氧乙烷的比较代谢

The comparative metabolism of 2-bromoethanol and ethylene oxide in the rat.

作者信息

Jones A R, Wells G

出版信息

Xenobiotica. 1981 Nov;11(11):763-70. doi: 10.3109/00498258109045880.

DOI:10.3109/00498258109045880
PMID:7336757
Abstract
  1. The metabolism of 2-bromo[U-14C]ethanol an [U-14C]ethylene oxide has been studied in the rat. 2. As both compounds give rise to similar amounts of two urinary metabolites, identified as S-(2-hydroxyethyl)cysteine and N-acetyl-S-(2-hydroxyethyl)cysteine, it is proposed that 2-bromoethanol is converted into ethylene oxide in vivo. 3. A minor metabolite of 2-bromoethanol has been identified as N-acetyl-S-(carboxymethyl)cysteine. 4. The metabolism of bromoacetaldehyde and bromoacetic acid has been investigated; N-acetyl-S-(carboxymethyl)cysteine had been shown to be a common urinary metabolite. 5. An oxidative metabolic pathway is proposed for 2-bromoethanol, via bromoacetaldehyde and bromoacetic acid, to N-acetyl-S-(carboxymethyl)cysteine.
摘要
  1. 已在大鼠体内研究了2-溴[U-¹⁴C]乙醇和[U-¹⁴C]环氧乙烷的代谢。2. 由于这两种化合物都会产生相似量的两种尿液代谢物,经鉴定为S-(2-羟乙基)半胱氨酸和N-乙酰基-S-(2-羟乙基)半胱氨酸,因此有人提出2-溴乙醇在体内会转化为环氧乙烷。3. 2-溴乙醇的一种次要代谢物已被鉴定为N-乙酰基-S-(羧甲基)半胱氨酸。4. 已对溴乙醛和溴乙酸的代谢进行了研究;N-乙酰基-S-(羧甲基)半胱氨酸已被证明是一种常见的尿液代谢物。5. 提出了一条2-溴乙醇的氧化代谢途径,即通过溴乙醛和溴乙酸生成N-乙酰基-S-(羧甲基)半胱氨酸。

相似文献

1
The comparative metabolism of 2-bromoethanol and ethylene oxide in the rat.大鼠体内2-溴乙醇和环氧乙烷的比较代谢
Xenobiotica. 1981 Nov;11(11):763-70. doi: 10.3109/00498258109045880.
2
Species differences in the urinary disposition of some metabolites of ethylene oxide.环氧乙烷某些代谢物在尿液排泄方面的种属差异。
Fundam Appl Toxicol. 1987 Oct;9(3):448-53. doi: 10.1016/0272-0590(87)90027-3.
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Determination of specific urinary thioethers derived from acrylonitrile and ethylene oxide.
IARC Sci Publ. 1988(89):275-8.
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N-acetyl-S-(1-cyano-2-hydroxyethyl)-L-cysteine, a new urinary metabolite of acrylonitrile and oxiranecarbonitrile.N-乙酰-S-(1-氰基-2-羟乙基)-L-半胱氨酸,一种丙烯腈和环氧乙烷腈新的尿代谢产物。
Arch Toxicol. 1988;61(6):484-8. doi: 10.1007/BF00293695.
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Dose-dependent urinary excretion of acrylonitrile metabolites by rats and mice.
Toxicol Appl Pharmacol. 1993 Jun;120(2):288-97. doi: 10.1006/taap.1993.1114.
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The involvement of cytochrome P4502E1 in 2-bromoethanol-induced hepatocyte cytotoxicity.细胞色素P4502E1参与2-溴乙醇诱导的肝细胞毒性作用。
Pharmacol Toxicol. 1996 Apr;78(4):241-8. doi: 10.1111/j.1600-0773.1996.tb00212.x.
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[Analysis of urinary metabolites of rats exposed to ethylene oxide].[环氧乙烷暴露大鼠尿液代谢物分析]
J UOEH. 1987 Jun 1;9(2):167-70. doi: 10.7888/juoeh.9.167.
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Urinary N-acetyl-S-2-hydroxyethyl-L-cysteine in rats as biological indicator of ethylene oxide exposure.大鼠尿液中的N-乙酰-S-2-羟乙基-L-半胱氨酸作为环氧乙烷暴露的生物学指标
Fundam Appl Toxicol. 1986 Oct;7(3):419-23.
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[Carcinogenic activity of ethylene oxide and its reaction products 2-chlorethanol, 2-bromoethanol, ethylene glycol and diethylene glycol. II. Testing of 2-chlorethanol and 2-bromoethanol for carcinogenic activity].
Zentralbl Bakteriol Mikrobiol Hyg B. 1983 Apr;177(3-4):269-81.
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Urinary metabolites of [1,2,3-13C]acrylonitrile in rats and mice detected by 13C nuclear magnetic resonance spectroscopy.
Chem Res Toxicol. 1991 Nov-Dec;4(6):678-87. doi: 10.1021/tx00024a013.

引用本文的文献

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Replacement of carcinogenic alkylating agent ethylene oxide in the synthesis of (Z)-3-dodecen-1-YL (E)-2-butenoate, sex pheromone of sweet-potato weevil,Cylas formicarius elegantulus (summers) andCylas formicarius formicarius (F.).用致癌的烷化剂环氧乙烷替代(Z)-3-十二碳烯-1-基(E)-2-丁烯酸酯,作为甘薯小象甲 Cylas formicarius elegantulus (Summers)和 Cylas formicarius formicarius (F.)的性信息素。
J Chem Ecol. 1992 Feb;18(2):95-103. doi: 10.1007/BF00993745.
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Applications of physiologic pharmacokinetic modeling in carcinogenic risk assessment.生理药代动力学模型在致癌风险评估中的应用。
Environ Health Perspect. 1994 Dec;102 Suppl 11(Suppl 11):37-50. doi: 10.1289/ehp.94102s1137.
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Inhalation pharmacokinetics based on gas uptake studies. VI. Comparative evaluation of ethylene oxide and butadiene monoxide as exhaled reactive metabolites of ethylene and 1,3-butadiene in rats.
基于气体摄取研究的吸入药代动力学。VI. 大鼠体内环氧乙烷和一氧化丁二烯作为乙烯和1,3 - 丁二烯呼出的反应性代谢物的比较评估。
Arch Toxicol. 1984 Oct;55(4):219-23. doi: 10.1007/BF00341014.
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N-acetyl-S-(2-hydroxyethyl)-L-cysteine as a potential tool in biological monitoring studies? A critical evaluation of possibilities and limitations.N-乙酰-S-(2-羟乙基)-L-半胱氨酸作为生物监测研究中的一种潜在工具?对其可能性和局限性的批判性评估。
Arch Toxicol. 1989;63(3):173-84. doi: 10.1007/BF00316366.