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氯化纸浆漂白废水和饮用水中的诱变化合物。

Mutagenic compounds in chlorinated pulp bleaching waters and drinking waters.

作者信息

Holmbom B

机构信息

Laboratory of Forest Products Chemistry, Abo Akademi, Finland.

出版信息

IARC Sci Publ. 1990(104):333-40.

PMID:2228130
Abstract

A review is given of the isolation and identification of the extremely strong bacterial mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone, coded MX, in wood pulp chlorination waters in 1980. This compound is one of the most potent known mutagens, as determined by the Ames test. In 1986 this compound was found also in chlorinated drinking water. MX accounts for a substantial portion of the mutagenicity of chlorinated drinking waters. Several other compounds related to MX have recently been identified in chlorinated waters, such as the geometric isomer (E-MX), the oxidized and reduced forms of MX and the oxidized form of E-MX. Brominated analogues of MX may be formed by chlorination in the presence of bromide ions. Unanswered questions pertaining to the chemistry and genotoxicity of MX and related chlorinated mutagens are examined.

摘要

本文回顾了1980年在木浆氯化水中分离和鉴定极强的细菌诱变剂3-氯-4-(二氯甲基)-5-羟基-2(5H)-呋喃酮(代号MX)的过程。经艾姆斯试验测定,该化合物是已知最强的诱变剂之一。1986年,在氯化饮用水中也发现了这种化合物。MX在氯化饮用水的诱变性中占很大比例。最近在氯化水中还鉴定出了几种与MX相关的其他化合物,如几何异构体(E-MX)、MX的氧化态和还原态以及E-MX的氧化态。MX的溴化类似物可能在溴离子存在下通过氯化形成。文中还探讨了与MX及相关氯化诱变剂的化学性质和遗传毒性有关的未解决问题。

相似文献

1
Mutagenic compounds in chlorinated pulp bleaching waters and drinking waters.氯化纸浆漂白废水和饮用水中的诱变化合物。
IARC Sci Publ. 1990(104):333-40.
2
Chemistry of mutagenic by-products of water chlorination.水氯化诱变副产物的化学性质。
Sci Total Environ. 1989 Jun;81-82:219-30. doi: 10.1016/0048-9697(89)90128-9.
3
Mutagenic activity and presence of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2-(5H)-furanone (MX) in chlorinated raw and drinking waters in The Netherlands.荷兰氯化原水和饮用水中的诱变活性及强诱变剂3-氯-4-(二氯甲基)-5-羟基-2-(5H)-呋喃酮(MX)的存在情况。
Sci Total Environ. 1989 Aug;84:273-82. doi: 10.1016/0048-9697(89)90389-6.
4
[Detection of the strong mutagen MX in drinking water].[饮用水中强诱变剂MX的检测]
Huan Jing Ke Xue. 2002 Mar;23(2):123-5.
5
Carcinogenicity of the chlorination disinfection by-product MX.氯化消毒副产物MX的致癌性。
J Environ Sci Health C Environ Carcinog Ecotoxicol Rev. 2005;23(2):163-214. doi: 10.1080/10590500500234988.
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New derivatization method for determination of 3-chloro-4(dichloromethyl)-5-hydroxy-2(5H)-furanone in water.水中3-氯-4(二氯甲基)-5-羟基-2(5H)-呋喃酮测定的新衍生化方法
J Chromatogr A. 1997 Nov 28;790(1-2):242-7. doi: 10.1016/s0021-9673(97)00744-9.
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Improved derivatization technique for gas chromatography-mass spectrometry determination of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in drinking water.用于气相色谱-质谱法测定饮用水中3-氯-4-(二氯甲基)-5-羟基-2(5H)-呋喃酮的改进衍生化技术
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Bromide affecting drinking water mutagenicity.溴化物对饮用水致突变性的影响。
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Studies on the potent bacterial mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone: aqueous stability, XAD recovery and analytical determination in drinking water and in chlorinated humic acid solutions.强效细菌诱变剂3-氯-4-(二氯甲基)-5-羟基-2(5H)-呋喃酮的研究:在饮用水和氯化腐殖酸溶液中的水稳定性、XAD回收率及分析测定
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10
Derivatization of the mutagen MX (3-chloro-4(dichloromethyl)-5-hydroxy-2(5H)-furanone) with butyl alcohols prior to GC-MS analysis.在进行气相色谱-质谱联用(GC-MS)分析之前,用丁醇对诱变剂MX(3-氯-4-(二氯甲基)-5-羟基-2(5H)-呋喃酮)进行衍生化处理。
Water Res. 2001 Jun;35(8):1891-6. doi: 10.1016/s0043-1354(00)00456-5.

引用本文的文献

1
Facile Synthesis of Mutagen X (MX): 3-Chloro-4-(dichloromethyl)-5-hydroxy-5H-furan-2-one.诱变剂X(MX)的简便合成:3-氯-4-(二氯甲基)-5-羟基-5H-呋喃-2-酮。
Tetrahedron Lett. 2012 Jun 20;53(25):3144-3146. doi: 10.1016/j.tetlet.2012.04.044.