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标记的氟烷、三氯氟甲烷、氯仿和四氯化碳在体外和体内与肝脏蛋白质和脂质不可逆结合的比较研究。

A comparative study on the irreversible binding of labeled halothane trichlorofluoromethane, chloroform, and carbon tetrachloride to hepatic protein and lipids in vitro and in vivo.

作者信息

Uehleke H, Werner T

出版信息

Arch Toxicol. 1975 Dec 18;34(4):289-308. doi: 10.1007/BF00353849.

DOI:10.1007/BF00353849
PMID:3152
Abstract
  1. After intraperitoneal injection of labeled CCl4, CHCl3, and halothane in mice, 14C is preferentially bound to liver endoplasmic protein and lipid. A considerable activity is also associated with mitochondrial constituents. Maximal protein binding (nmol/mg): CCl4: 2.8 (0.5 hrs); CHCl3: 11.5 (6 hrs); halothane: 5 (6 hrs). Lipid binding: CCl4: 6.4 (5 min); CHCl3: 8 (4 hrs); halothane: 13.5 (2 hrs). The form of the binding curves in microsomal and mitochondrial protein and lipid differed with the individual haloalkanes. 2) The irreversible (covalent) binding of 14C from labeled haloalkanes in anaerobic suspensions of isolated rabbit liver microsomes and NADPH after 30 min was for protein (lipid) (nmol/mg): CCl4: 15 (58); CHCl3: 3.4 (3.2); halothane: 2.3 (10); trichlorofluoromethane: 6.5 (30). Anerobic incubation favored dehalogenation, but CHCl3 metabolism and irreversible binding requires oxygen. The greatest differences in the in vitro "covalent" binding rates were observed with CHCl3 in rat, mouse, and rabbit. 3) Altered microsomal cytochrome P-450 concentrations in newborn animals, or produced by pretreatment of rats with phenobarbital, 3-methylcholanthrene (MC), or CoCl2 effected similar, but not proportional changes in the rates of irreversible protein and lipid binding. Upon addition of CCl4 the difference of light absorption of reduced liver microsomes from MC-pretreated rats containing cytochrome P-448 appeared at 452 nm. The irreversible binding rate in these microsomes was also increased. The small accleration in irreversible binding in liver microsomes from rats pretreated with isopropanol is not proportional to the high increase of CCl4 toxicity. 4) Practically no binding to added, soluble albumin or RNA was observed in microsomal incubates. However, 14C is bound to the nicotine-adenine dinucleotides of the NADPH system. All haloalkanes produced a similar increase of NADPH oxidation in incubates of rabbit liver microsomes and NADPH.
摘要
  1. 给小鼠腹腔注射标记的四氯化碳、氯仿和氟烷后，14C优先与肝脏内质网蛋白和脂质结合。相当一部分活性也与线粒体成分有关。最大蛋白结合量（nmol/mg）：四氯化碳：2.8（0.5小时）；氯仿：11.5（6小时）；氟烷：5（6小时）。脂质结合量：四氯化碳：6.4（5分钟）；氯仿：8（4小时）；氟烷：13.5（2小时）。微粒体和线粒体蛋白及脂质中结合曲线的形式因个别卤代烷而异。2) 在分离的兔肝微粒体和NADPH的厌氧悬浮液中，30分钟后标记卤代烷中14C的不可逆（共价）结合量，对于蛋白（脂质）（nmol/mg）为：四氯化碳：15（58）；氯仿：3.4（3.2）；氟烷：2.3（10）；三氯氟甲烷：6.5（30）。厌氧孵育有利于脱卤，但氯仿的代谢和不可逆结合需要氧气。在大鼠、小鼠和兔中，氯仿在体外“共价”结合速率上的差异最大。3) 新生动物微粒体细胞色素P - 450浓度的改变，或用苯巴比妥、3 - 甲基胆蒽（MC）或氯化钴对大鼠进行预处理所产生的改变，对不可逆蛋白和脂质结合速率产生了相似但不成比例的变化。加入四氯化碳后，含细胞色素P - 448的MC预处理大鼠肝脏微粒体还原态的光吸收差异出现在452nm处。这些微粒体中的不可逆结合速率也增加了。用异丙醇预处理的大鼠肝脏微粒体中不可逆结合的小幅加速与四氯化碳毒性的大幅增加不成比例。4) 在微粒体孵育中，几乎未观察到与添加的可溶性白蛋白或RNA的结合。然而，14C与NADPH系统的烟碱 - 腺嘌呤二核苷酸结合。在兔肝微粒体和NADPH的孵育中，所有卤代烷都使NADPH氧化有类似增加。

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引用本文的文献

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Antigens of the human liver.人类肝脏抗原。

本文引用的文献

1
INSUSCEPTIBILITY OF PUPS TO CHLOROFORM POISONING DURING THE FIRST THREE WEEKS OF LIFE.新生幼犬在前 3 周对氯仿中毒的不易感性。
J Exp Med. 1912 Mar 1;15(3):259-69. doi: 10.1084/jem.15.3.259.
2
THE CONVERSION OF CARBON TETRACHLORIDE AND CHLOROFORM TO CARBON DIOXIDE BY RAT LIVER HOMOGENATES.大鼠肝脏匀浆将四氯化碳和氯仿转化为二氧化碳的过程。
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METABOLISM OF CARBON TETRACHLORIDE AND CHLOROFORM BY THE RAT.大鼠对四氯化碳和氯仿的代谢
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Enhancement of the hepatotoxicity of chloroform in B6C3F1 mice by corn oil: implications for chloroform carcinogenesis.玉米油增强B6C3F1小鼠中氯仿的肝毒性：对氯仿致癌作用的影响
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5
Biochemical studies on the metabolic activation of halogenated alkanes.卤代烷烃代谢活化的生化研究。
Environ Health Perspect. 1985 Dec;64:85-101. doi: 10.1289/ehp.856485.
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Irreversible binding of chlorinated ethylenes to macromolecules.氯化乙烯与大分子的不可逆结合。
Environ Health Perspect. 1977 Dec;21:107-12. doi: 10.1289/ehp.7721107.
7
Irreversible binding of 14C-labelled trichloroethylene to mice liver constituents in vivo and in vitro.14C标记的三氯乙烯在体内和体外与小鼠肝脏成分的不可逆结合。
Arch Toxicol. 1977 Aug 9;37(4):289-94. doi: 10.1007/BF00330820.
8
Spectral evidence for 2,2,3-trichloro-oxirane formation during microsomal trichloroethylene oxidation.微粒体三氯乙烯氧化过程中2,2,3-三氯环氧乙烷生成的光谱证据。
Arch Toxicol. 1977 Jun 18;37(2):95-105. doi: 10.1007/BF00293858.
J Pharmacol Exp Ther. 1963 Aug;141:141-8.
4
Carbon tetrachloride poisoning in the liver of the new-born rat.新生大鼠肝脏中的四氯化碳中毒
J Pathol Bacteriol. 1963 Jan;85:189-96. doi: 10.1002/path.1700850118.
5
Phosphorus assay in column chromatography.柱色谱法中的磷测定
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A simple method for the isolation and purification of total lipides from animal tissues.一种从动物组织中分离和纯化总脂质的简单方法。
J Biol Chem. 1957 May;226(1):497-509.
7
Liver parenchymal cell injury. IV. Pattern of incorporation of carbon and chlorine from carbon tetrachloride into chemical constituents of liver in vivo.肝实质细胞损伤。IV. 体内四氯化碳中碳和氯掺入肝脏化学成分的模式。
J Pharmacol Exp Ther. 1967 Jan;155(1):117-26.
8
Metabolism of volatile anesthetics. 3. Induction of microsomal dechlorinating and ether-cleaving enzymes.挥发性麻醉剂的代谢。3. 微粒体脱氯和醚裂解酶的诱导。
J Pharmacol Exp Ther. 1966 Nov;154(2):364-9.
9
Early incorporation of carbon-labeled carbon tetrachloride into rat liver particulate lipids and proteins.碳标记的四氯化碳早期掺入大鼠肝脏微粒体脂质和蛋白质中。
Exp Mol Pathol. 1969 Apr;10(2):219-28. doi: 10.1016/0014-4800(69)90041-0.
10
Increased susceptibility to carbon tetrachloride poisoning in the rat after pretreatment with oral phenobarbitone.大鼠经口服苯巴比妥预处理后对四氯化碳中毒的易感性增加。
Biochem Pharmacol. 1969 Mar;18(3):645-50. doi: 10.1016/0006-2952(69)90089-6.