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酪氨酸酶对蛋白质中酪氨酸残基的氧化作用。形成蛋白质结合的3,4-二羟基苯丙氨酸和5-S-半胱氨酰-3,4-二羟基苯丙氨酸。

Oxidation of tyrosine residues in proteins by tyrosinase. Formation of protein-bonded 3,4-dihydroxyphenylalanine and 5-S-cysteinyl-3,4-dihydroxyphenylalanine.

作者信息

Ito S, Kato T, Shinpo K, Fujita K

出版信息

Biochem J. 1984 Sep 1;222(2):407-11. doi: 10.1042/bj2220407.

DOI:10.1042/bj2220407
PMID:6433900
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1144193/
Abstract

A simple and rapid method was developed for the determination of 3,4-dihydroxyphenylalanine (dopa) and 5-S-cysteinyl-3,4-dihydroxyphenylalanine (5-S-cysteinyldopa) in proteins with the use of high-pressure liquid chromatography. With this method, it is demonstrated that mushroom tyrosinase can catalyse hydroxylation of tyrosine residues in proteins to dopa and subsequent oxidation to dopaquinone residues. The dopaquinone residues in proteins combine with cysteine residues to form 5-S-cysteinyldopa in bovine serum albumin and yeast alcohol dehydrogenase, whereas dopa is the major product in bovine insulin, which lacks cysteine residues.

摘要

开发了一种简单快速的方法,利用高压液相色谱法测定蛋白质中的3,4-二羟基苯丙氨酸(多巴)和5-S-半胱氨酰-3,4-二羟基苯丙氨酸(5-S-半胱氨酰多巴)。用该方法证明,蘑菇酪氨酸酶可催化蛋白质中酪氨酸残基羟基化为多巴,并随后氧化为多巴醌残基。蛋白质中的多巴醌残基与半胱氨酸残基结合,在牛血清白蛋白和酵母乙醇脱氢酶中形成5-S-半胱氨酰多巴,而多巴是牛胰岛素中的主要产物,牛胰岛素缺乏半胱氨酸残基。

相似文献

1
Oxidation of tyrosine residues in proteins by tyrosinase. Formation of protein-bonded 3,4-dihydroxyphenylalanine and 5-S-cysteinyl-3,4-dihydroxyphenylalanine.酪氨酸酶对蛋白质中酪氨酸残基的氧化作用。形成蛋白质结合的3,4-二羟基苯丙氨酸和5-S-半胱氨酰-3,4-二羟基苯丙氨酸。
Biochem J. 1984 Sep 1;222(2):407-11. doi: 10.1042/bj2220407.
2
5-S-cysteinyldopa as a substrate for tyrosinase.5-S-半胱氨酰多巴作为酪氨酸酶的底物。
Acta Derm Venereol. 1980;60(5):399-402.
3
5-OH-dopa, product of and substrate for tyrosinase.5-羟基多巴,酪氨酸酶的产物及底物。
Acta Derm Venereol. 1982;62(5):371-76.
4
The effect of cysteine on oxidation of tyrosine, dopa, and cysteinyldopas.半胱氨酸对酪氨酸、多巴和半胱氨酰多巴氧化的影响。
Arch Dermatol Res. 1982;272(1-2):103-15. doi: 10.1007/BF00510400.
5
Pronounced formation of 5-OH-dopa at enzymatic oxidation of DOPA in the presence of ascorbic acid.在抗坏血酸存在的情况下,多巴酶促氧化时5-羟基多巴的显著形成。
Acta Derm Venereol. 1981;61(2):147-8.
6
Tyrosinase activity in the medium of human melanoma cell cultures.人黑色素瘤细胞培养物培养基中的酪氨酸酶活性
Acta Derm Venereol. 1983;63(3):205-8.
7
Tyrosinase-catalyzed binding of 3,4-dihydroxyphenylalanine with proteins through the sulfhydryl group.
Biochim Biophys Acta. 1986 May 2;881(3):415-21. doi: 10.1016/0304-4165(86)90034-6.
8
Hydroxylation of tyrosine by plant peroxidase and mushroom tyrosinase, with and without hydrazine, to retard the oxidation of dopa.在有和没有肼的情况下,植物过氧化物酶和蘑菇酪氨酸酶对酪氨酸进行羟基化反应,以延缓多巴的氧化。
Physiol Chem Phys. 1977;9(1):85-9.
9
Dopa oxidation and tyrosine oxygenation by human melanoma tyrosinase.人黑素瘤酪氨酸酶催化的多巴氧化和酪氨酸加氧反应
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10
Protein-bound 3,4-dihydroxyphenylalanine is a major reductant formed during hydroxyl radical damage to proteins.蛋白质结合的3,4-二羟基苯丙氨酸是在蛋白质受到羟基自由基损伤过程中形成的主要还原剂。
Biochemistry. 1993 May 11;32(18):4780-6. doi: 10.1021/bi00069a012.

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本文引用的文献

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Arch Dermatol Res. 1982;272(1-2):103-15. doi: 10.1007/BF00510400.
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Characterization of structural properties for morphologic differentiation of melanosomes. III. free and protein-bound dopa and 5-S-cysteinyldopa in B16 and Harding-Passey melanomas.黑素小体形态分化的结构特性表征。III. B16和哈丁-帕西黑色素瘤中的游离及蛋白结合多巴和5-S-半胱氨酰多巴
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