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1
Phosphonic analogues of tyrosine and 3,4-dihydroxyphenylalanine (dopa) influence mushroom tyrosinase activity.酪氨酸和3,4-二羟基苯丙氨酸（多巴）的膦酸类似物会影响蘑菇酪氨酸酶的活性。
Biochem J. 1987 Feb 15;242(1):81-8. doi: 10.1042/bj2420081.
2
Inhibition of mushroom tyrosinase by 3-amino-L-tyrosine: molecular probing of the active site of the enzyme.3-氨基-L-酪氨酸对蘑菇酪氨酸酶的抑制作用：该酶活性位点的分子探测
Experientia. 1988 Oct 15;44(10):885-7. doi: 10.1007/BF01941189.
3
Effect of methimazole on the activity of mushroom tyrosinase.甲巯咪唑对蘑菇酪氨酸酶活性的影响。
Biochem J. 1986 Apr 1;235(1):91-6. doi: 10.1042/bj2350091.
4
Redox reaction between amino-(3,4-dihydroxyphenyl)methyl phosphonic acid and dopaquinone is responsible for the apparent inhibitory effect on tyrosinase.
Eur J Biochem. 2002 Aug;269(16):4098-104. doi: 10.1046/j.1432-1033.2002.03103.x.
5
Inhibition of tyrosinase activity by 4-tert-butylcatechol and other depigmenting agents.
J Toxicol Environ Health. 1980 May;6(3):559-67. doi: 10.1080/15287398009529873.
6
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.
7
Oxygenation of fluorinated tyrosines by mushroom tyrosinase releases fluoride ion.
Arch Biochem Biophys. 1990 Jan;276(1):65-9. doi: 10.1016/0003-9861(90)90010-v.
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Synthesis of substituted DL-3(5-benzazolyl)alanines as dopa and alpha-methyldopa analogs and their effects on dopamine beta-hydroxylase, tyrosinase and diphenoloxidase.
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Inhibition of tyrosinase by indole compounds and reaction products. Protection by albumin.吲哚化合物及其反应产物对酪氨酸酶的抑制作用。白蛋白的保护作用。
Biochim Biophys Acta. 1979 Jul 4;585(3):398-404. doi: 10.1016/0304-4165(79)90084-9.
10
Optimization of hydroxylation of tyrosine and tyrosine-containing peptides by mushroom tyrosinase.蘑菇酪氨酸酶对酪氨酸及含酪氨酸肽的羟基化反应的优化
Biochim Biophys Acta. 1986 Jul 25;872(1-2):98-103. doi: 10.1016/0167-4838(86)90152-4.

本文引用的文献

1
Steady-state study of the mechanism of dopa-oxidase activity of tyrosinase.
Int J Biochem. 1983;15(12):1455-61. doi: 10.1016/0020-711x(83)90078-2.
2
Inhibition of rat liver glutamine synthetase by phosphonic analogues of glutamic acid.谷氨酸膦酸类似物对大鼠肝脏谷氨酰胺合成酶的抑制作用。
Experientia. 1981 May 15;37(5):461-2. doi: 10.1007/BF01986133.
3
Kinetic mechanism of Escherichia coli glutamine synthetase.大肠杆菌谷氨酰胺合成酶的动力学机制
Biochemistry. 1980 Nov 25;19(24):5513-9. doi: 10.1021/bi00565a008.
4
1-amino-2-phenylethane 1-phosphonic acid: a specific competitive inhibitor of phenylalanyl-tRNA synthetase.
Chem Biol Interact. 1970 Jun;2(1):53-5. doi: 10.1016/0009-2797(70)90038-4.
5
On the specificity of creatine kinase. New glycocyamines and glycocyamine analogs related to creatine.
J Am Chem Soc. 1971 Oct 20;93(21):5542-51. doi: 10.1021/ja00750a038.
6
[Research on aminoalkylphosphonic acids. I. Action of tyrosinase on the phosphonic analogue of tyrosine].
Bull Soc Chim Biol (Paris). 1967;49(12):1813-25.
7
[Synthesis and properties of the phosphonic analog of arginine].[精氨酸膦酸类似物的合成与性质]
C R Acad Hebd Seances Acad Sci D. 1972 Dec 18;275(25):3009-12.
8
Alanine racemase of Pseudomonas. Observations on subtrate and inhibitor specificity.铜绿假单胞菌的丙氨酸消旋酶。关于底物和抑制剂特异性的观察
Arch Biochem Biophys. 1974 Nov;165(1):126-32. doi: 10.1016/0003-9861(74)90149-0.
9
Oxytyrosinase.氧酪氨酸酶
J Biol Chem. 1974 Jan 25;249(2):335-45.
10
The synthesis of a DOPA analogue, 1-amino-2-(3, 4-dihydroxyphenyl)-ethylphosphonic acid and distribution studies in mice bearing the Harding-Passey melanoma.一种多巴类似物1-氨基-2-(3,4-二羟基苯基)乙基膦酸的合成及其在荷Harding-Passey黑色素瘤小鼠体内的分布研究。
Chem Biol Interact. 1974 Dec;9(6):411-21. doi: 10.1016/0009-2797(74)90022-2.

酪氨酸和3,4-二羟基苯丙氨酸（多巴）的膦酸类似物会影响蘑菇酪氨酸酶的活性。

Phosphonic analogues of tyrosine and 3,4-dihydroxyphenylalanine (dopa) influence mushroom tyrosinase activity.

作者信息

Lejczak B, Kafarski P, Makowiecka E

出版信息

Biochem J. 1987 Feb 15;242(1):81-8. doi: 10.1042/bj2420081.

DOI:10.1042/bj2420081
PMID:3109385
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1147667/
Abstract

A series of phosphonic analogues of tyrosine and 3,4-dihydroxyphenylalanine (dopa) were synthesized in order to study their interaction with mushroom tyrosinase. 1-Amino-2-(3,4-dihydroxyphenyl)ethylphosphonic acid and 1-amino-2-(3,4-dimethoxyphenyl)ethylphosphonic acid turned out to be substrates for mushroom tyrosinase with Km values of 3.3 mM and 9.3 mM respectively. Shortening of the alkyl chain by one methylene group gave amino-(3,4-dihydroxyphenyl)methylphosphonic acid, one of the most powerful known inhibitors of this enzyme. This compound, racemic as well as in its optically active forms, exerts a mixed type of inhibition with an affinity for the enzyme one order of magnitude greater than that of the natural substrate.

摘要

为了研究酪氨酸和3,4-二羟基苯丙氨酸（多巴）的一系列膦酸类似物与蘑菇酪氨酸酶的相互作用，合成了这些类似物。结果表明，1-氨基-2-(3,4-二羟基苯基)乙基膦酸和1-氨基-2-(3,4-二甲氧基苯基)乙基膦酸是蘑菇酪氨酸酶的底物，其米氏常数（Km）分别为3.3 mM和9.3 mM。烷基链缩短一个亚甲基得到氨基-(3,4-二羟基苯基)甲基膦酸，它是该酶已知的最有效的抑制剂之一。该化合物，无论是外消旋体还是其旋光活性形式，都表现出混合型抑制作用，对酶的亲和力比天然底物高一个数量级。