绵羊肝脏细胞质醛脱氢酶中催化必需亲核残基的鉴定
Identification of a catalytically essential nucleophilic residue in sheep liver cytoplasmic aldehyde dehydrogenase.
作者信息
Kitson T M, Hill J P, Midwinter G G
机构信息
Department of Chemistry and Biochemistry, Massey University, Palmerston North, New Zealand.
出版信息
Biochem J. 1991 Apr 1;275 ( Pt 1)(Pt 1):207-10. doi: 10.1042/bj2750207.
Abstract
Sheep liver cytoplasmic aldehyde dehydrogenase was labelled by reaction with the substrate p-nitrophenyl di[14C]methylcarbamate. After tryptic digestion and peptide fractionation the labelled residue was identified as Cys-302. This is the first unequivocal identification of the essential enzymic nucleophile in the esterase activity of aldehyde dehydrogenase. By implication, Cys-302 is probably also the residue that is acylated by aldehyde substrates and the first residue that is modified by disulfiram.
摘要
绵羊肝脏细胞质醛脱氢酶通过与底物对硝基苯基二[¹⁴C]甲基氨基甲酸酯反应进行标记。经胰蛋白酶消化和肽段分级分离后，标记的残基被鉴定为Cys-302。这是醛脱氢酶酯酶活性中必需酶亲核试剂的首次明确鉴定。由此推断，Cys-302可能也是被醛底物酰化的残基，并且是被双硫仑修饰的首个残基。
相似文献
1
Identification of a catalytically essential nucleophilic residue in sheep liver cytoplasmic aldehyde dehydrogenase.绵羊肝脏细胞质醛脱氢酶中催化必需亲核残基的鉴定
Biochem J. 1991 Apr 1;275 ( Pt 1)(Pt 1):207-10. doi: 10.1042/bj2750207.
2
Evidence for reactivity of serine-74 with trans-4-(N,N-dimethylamino)cinnamaldehyde during oxidation by the cytoplasmic aldehyde dehydrogenase from sheep liver.
Biochemistry. 1990 Feb 27;29(8):2070-5. doi: 10.1021/bi00460a015.
3
The action of cytoplasmic aldehyde dehydrogenase on methyl p-nitrophenyl carbonate and p-nitrophenyl dimethylcarbamate.细胞质醛脱氢酶对碳酸对硝基苯甲酯和二甲基氨基甲酸对硝基苯酯的作用。
Biochem J. 1989 Jan 15;257(2):579-84. doi: 10.1042/bj2570579.
4
Effect of disulfiram on the pre-steady-state burst in the reactions of sheep liver cytoplasmic aldehyde dehydrogenase.双硫仑对绵羊肝脏细胞质醛脱氢酶反应中预稳态猝发的影响。
Biochem J. 1987 Dec 15;248(3):989-91. doi: 10.1042/bj2480989.
5
Aldehyde dehydrogenase from human liver. Primary structure of the cytoplasmic isoenzyme.来自人肝脏的醛脱氢酶。细胞质同工酶的一级结构。
Eur J Biochem. 1984 May 15;141(1):21-35. doi: 10.1111/j.1432-1033.1984.tb08150.x.
6
Mechanism of inactivation of sheep liver cytoplasmic aldehyde dehydrogenase by disulfiram.双硫仑使绵羊肝脏细胞质醛脱氢酶失活的机制。
Biochem J. 1983 Aug 1;213(2):551-4. doi: 10.1042/bj2130551.
7
Characterization of the coenzyme binding site of liver aldehyde dehydrogenase: differential reactivity of coenzyme analogues.肝脏醛脱氢酶辅酶结合位点的表征：辅酶类似物的差异反应性
Biochemistry. 1985 Oct 8;24(21):5847-51. doi: 10.1021/bi00342a023.
8
Investigation of the active site cysteine residue of rat liver mitochondrial aldehyde dehydrogenase by site-directed mutagenesis.通过定点诱变研究大鼠肝脏线粒体醛脱氢酶的活性位点半胱氨酸残基。
Biochemistry. 1995 Feb 28;34(8):2592-8. doi: 10.1021/bi00008a025.
9
Identification of a segment containing a reactive cysteine residue in human liver cytoplasmic aldehyde dehydrogenase (isoenzyme E1).人肝细胞质醛脱氢酶（同工酶E1）中含反应性半胱氨酸残基片段的鉴定
Biochemistry. 1982 Dec 21;21(26):6834-8. doi: 10.1021/bi00269a032.
10
The binding of NADH to cytoplasmic aldehyde dehydrogenase after modification with p-nitrophenyl dimethylcarbamate.用对硝基苯基二甲基氨基甲酸酯修饰后，NADH与细胞质醛脱氢酶的结合。
Biochem J. 1989 Jan 15;257(2):585-90. doi: 10.1042/bj2570585.
引用本文的文献
1
Glyceryl Trinitrate: History, Mystery, and Alcohol Intolerance.三硝酸甘油酯：历史、谜团与酒精不耐受。
Molecules. 2021 Oct 30;26(21):6581. doi: 10.3390/molecules26216581.
2
Crystallographic and spectroscopic snapshots reveal a dehydrogenase in action.晶体学和光谱学快照揭示了一种处于工作状态的脱氢酶。
Nat Commun. 2015 Jan 7;6:5935. doi: 10.1038/ncomms6935.
3
Modulation of the reactivity of the essential cysteine residue of betaine aldehyde dehydrogenase from Pseudomonas aeruginosa.铜绿假单胞菌中甜菜碱醛脱氢酶必需半胱氨酸残基反应活性的调节
Biochem J. 2002 Feb 1;361(Pt 3):577-85. doi: 10.1042/0264-6021:3610577.
4
Studies of the esterase activity of cytosolic aldehyde dehydrogenase with resorufin acetate as substrate.以醋酸试卤灵为底物对胞质醛脱氢酶酯酶活性的研究。
Biochem J. 1997 Mar 15;322 ( Pt 3)(Pt 3):701-8. doi: 10.1042/bj3220701.
5
Haloenol lactones as inactivators and substrates of aldehyde dehydrogenase.卤代烯醇内酯作为醛脱氢酶的失活剂和底物。
J Protein Chem. 1996 Oct;15(7):639-48. doi: 10.1007/BF01886746.
6
A comparison of nitrophenyl esters and lactones as substrates of cytosolic aldehyde dehydrogenase.硝基苯酯类与内酯类作为胞质醛脱氢酶底物的比较
Biochem J. 1996 May 15;316 ( Pt 1)(Pt 1):225-32. doi: 10.1042/bj3160225.
7
Probing the active site of cytoplasmic aldehyde dehydrogenase with a chromophoric reporter group.用发色报告基团探测细胞质醛脱氢酶的活性位点。
Biochem J. 1994 May 15;300 ( Pt 1)(Pt 1):25-30. doi: 10.1042/bj3000025.
8
UDP-glucose dehydrogenase from bovine liver: primary structure and relationship to other dehydrogenases.牛肝UDP-葡萄糖脱氢酶：一级结构及其与其他脱氢酶的关系。
Protein Sci. 1994 Jul;3(7):1074-80. doi: 10.1002/pro.5560030710.
9
Effect of some thiocarbamate compounds on aldehyde dehydrogenase and implications for the disulfiram ethanol reaction.某些硫代氨基甲酸盐化合物对乙醛脱氢酶的影响及其与双硫仑-乙醇反应的关系
Biochem J. 1991 Aug 15;278 ( Pt 1)(Pt 1):189-92. doi: 10.1042/bj2780189.
10
Substrate-specificity of benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase encoded by TOL plasmid pWW0. Metabolic and mechanistic implications.由TOL质粒pWW0编码的苄醇脱氢酶和苯甲醛脱氢酶的底物特异性。代谢及机制意义。
Biochem J. 1992 May 1;283 ( Pt 3)(Pt 3):789-94. doi: 10.1042/bj2830789.
本文引用的文献
1
The use of pH-gradient ion-exchange chromatography to separate sheep liver cytoplasmic aldehyde dehydrogenase from mitochondrial enzyme contamination, and observations on the interaction between the pure cytoplasmic enzyme and disulfiram.利用pH梯度离子交换色谱法从线粒体酶污染中分离绵羊肝脏细胞质醛脱氢酶，并对纯细胞质酶与双硫仑之间的相互作用进行观察。
Biochem J. 1981 Dec 1;199(3):573-9. doi: 10.1042/bj1990573.
2
Identification of a segment containing a reactive cysteine residue in human liver cytoplasmic aldehyde dehydrogenase (isoenzyme E1).人肝细胞质醛脱氢酶（同工酶E1）中含反应性半胱氨酸残基片段的鉴定
Biochemistry. 1982 Dec 21;21(26):6834-8. doi: 10.1021/bi00269a032.
3
The cytoplasmic isoenzyme of horse liver aldehyde dehydrogenase. Relationship to the corresponding human isoenzyme.马肝醛脱氢酶的细胞质同工酶。与相应人类同工酶的关系。
Eur J Biochem. 1984 May 15;141(1):37-42. doi: 10.1111/j.1432-1033.1984.tb08152.x.
4
Aldehyde dehydrogenase from human liver. Primary structure of the cytoplasmic isoenzyme.来自人肝脏的醛脱氢酶。细胞质同工酶的一级结构。
Eur J Biochem. 1984 May 15;141(1):21-35. doi: 10.1111/j.1432-1033.1984.tb08150.x.
5
Relationship between the mechanisms of the esterase and dehydrogenase activities of the cytoplasmic aldehyde dehydrogenase from sheep liver. An alternative view.
Biochemistry. 1983 Aug 2;22(16):3784-91. doi: 10.1021/bi00285a011.
6
Characterization of the coenzyme binding site of liver aldehyde dehydrogenase: differential reactivity of coenzyme analogues.肝脏醛脱氢酶辅酶结合位点的表征：辅酶类似物的差异反应性
Biochemistry. 1985 Oct 8;24(21):5847-51. doi: 10.1021/bi00342a023.
7
Mitochondrial aldehyde dehydrogenase from human liver. Primary structure, differences in relation to the cytosolic enzyme, and functional correlations.人肝脏线粒体乙醛脱氢酶。一级结构、与胞质酶的差异及功能关联。
Eur J Biochem. 1985 Nov 15;153(1):13-28. doi: 10.1111/j.1432-1033.1985.tb09260.x.
8
Aldehyde dehydrogenase. An enzyme with two distinct catalytic activities at a single type of active site.醛脱氢酶。一种在单一类型活性位点具有两种不同催化活性的酶。
Biochem J. 1985 Aug 15;230(1):261-7. doi: 10.1042/bj2300261.
9
Aldehyde dehydrogenase catalyses acetaldehyde formation from 4-nitrophenyl acetate and NADH.乙醛脱氢酶催化由乙酸对硝基苯酯和还原型辅酶I形成乙醛。
Biochem J. 1986 Sep 1;238(2):617-9. doi: 10.1042/bj2380617.
10
Active site of human liver aldehyde dehydrogenase.人肝脏醛脱氢酶的活性位点。
Biochemistry. 1987 Sep 8;26(18):5679-84. doi: 10.1021/bi00392a015.
Zotero 插件