一种黄曲霉毒素代谢醛还原酶的底物特异性
Substrate specificity of an aflatoxin-metabolizing aldehyde reductase.
作者信息
Ellis E M, Hayes J D
机构信息
Biomedical Research Centre, Ninewells Hospital and Medical School, University of Dundee, Scotland, U.K.
出版信息
Biochem J. 1995 Dec 1;312 ( Pt 2)(Pt 2):535-41. doi: 10.1042/bj3120535.
Abstract
The enzyme from rat liver that reduces aflatoxin B1-dialdehyde exhibits a unique catalytic specificity distinct from that of other aldo-keto reductases. This enzyme, designated AFAR, displays high activity towards dicarbonyl-containing compounds with ketone groups on adjacent carbon atoms; 9,10-phenanthrenequinone, acenaphthenequinone and camphorquinone were found to be good substrates. Although AFAR can also reduce aromatic and aliphatic aldehydes such as succinic semialdehyde, it is inactive with glucose, galactose and xylose. The enzyme also exhibits low activity towards alpha,beta-unsaturated carbonyl-containing compounds. Determination of the apparent Km reveals that AFAR has highest affinity for 9,10-phenanthrenequinone and succinic semialdehyde, and low affinity for glyoxal and DL-glyceraldehyde.
摘要
来自大鼠肝脏的可还原黄曲霉毒素B1 - 二醛的酶表现出一种独特的催化特异性，与其他醛 - 酮还原酶不同。这种酶被命名为AFAR，对相邻碳原子上带有酮基的含二羰基化合物具有高活性；发现9,10 - 菲醌、苊醌和樟脑醌是良好的底物。虽然AFAR也能还原诸如琥珀酸半醛等芳香族和脂肪族醛，但它对葡萄糖、半乳糖和木糖无活性。该酶对含α,β - 不饱和羰基的化合物也表现出低活性。表观Km的测定表明，AFAR对9,10 - 菲醌和琥珀酸半醛具有最高亲和力，而对乙二醛和DL - 甘油醛具有低亲和力。
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本文引用的文献
1
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Biochem J. 1993 May 15;292 ( Pt 1)(Pt 1):13-8. doi: 10.1042/bj2920013.
2
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Gene. 1993 May 30;127(2):249-53. doi: 10.1016/0378-1119(93)90728-l.
3
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5
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J Neurochem. 1993 Oct;61(4):1191-206. doi: 10.1111/j.1471-4159.1993.tb13610.x.
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Cancer Metastasis Rev. 1993 Jun;12(2):103-17. doi: 10.1007/BF00689804.
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8
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Biochem Pharmacol. 1993 Sep 14;46(6):1043-52. doi: 10.1016/0006-2952(93)90669-n.
9
10
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