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Catalytic phenol hydroxylation with dioxygen: extension of the tyrosinase mechanism beyond the protein matrix.

作者信息

Hoffmann Alexander, Citek Cooper, Binder Stephan, Goos Arne, Rübhausen Michael, Troeppner Oliver, Ivanović-Burmazović Ivana, Wasinger Erik C, Stack T Daniel P, Herres-Pawlis Sonja

机构信息

Department of Chemistry, Ludwig-Maximilians-Universität München, 81377 Munich, Germany.

出版信息

Angew Chem Int Ed Engl. 2013 May 10;52(20):5398-401. doi: 10.1002/anie.201301249. Epub 2013 Apr 22.

DOI:10.1002/anie.201301249
PMID:23609983
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3814313/
Abstract
摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/a81d7fb04f4a/nihms521621f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/4ac16b0d4420/nihms521621f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/8538d4b68309/nihms521621f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/a81d7fb04f4a/nihms521621f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/4ac16b0d4420/nihms521621f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/8538d4b68309/nihms521621f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b538/3814313/a81d7fb04f4a/nihms521621f3.jpg

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本文引用的文献

1
Hydroxylation of p-substituted phenols by tyrosinase: further insight into the mechanism of tyrosinase activity.酪氨酸酶对取代苯酚的羟基化作用：对酪氨酸酶活性机制的进一步了解。
Biochem Biophys Res Commun. 2012 Jul 27;424(2):228-33. doi: 10.1016/j.bbrc.2012.06.074. Epub 2012 Jun 22.
2
Action of tyrosinase on ortho-substituted phenols: possible influence on browning and melanogenesis.酪氨酸酶对邻位取代酚的作用：对褐变和黑色素生成的可能影响。
J Agric Food Chem. 2012 Jun 27;60(25):6447-53. doi: 10.1021/jf301238q. Epub 2012 Jun 18.
3
Self-assembly of the oxy-tyrosinase core and the fundamental components of phenolic hydroxylation.氧酪氨酸酶核心与酚羟基化基本组分的自组装。
Nat Chem. 2012 Mar 4;4(4):317-22. doi: 10.1038/nchem.1284.
4
Synthesis of catechols from phenols via Pd-catalyzed silanol-directed C-H oxygenation.通过 Pd 催化的硅醇导向的 C-H 氧化反应从酚类合成儿茶酚。
J Am Chem Soc. 2011 Nov 9;133(44):17630-3. doi: 10.1021/ja208572v. Epub 2011 Oct 18.
5
Copper-O2 reactivity of tyrosinase models towards external monophenolic substrates: molecular mechanism and comparison with the enzyme.酪氨酸酶模型与外源性单酚底物的铜-O2 反应性：分子机制及与酶的比较。
Chem Soc Rev. 2011 Jul;40(7):4077-98. doi: 10.1039/c0cs00202j. Epub 2011 Mar 17.
6
How to conceptualize catalytic cycles? The energetic span model.如何概念化催化循环？能量跨度模型。
Acc Chem Res. 2011 Feb 15;44(2):101-10. doi: 10.1021/ar1000956. Epub 2010 Nov 10.
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The first catalytic tyrosinase model system based on a mononuclear copper(I) complex: kinetics and mechanism.首个基于单核铜（I）配合物的催化酪氨酸酶模型系统：动力学与机制
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Phenolate hydroxylation in a bis(mu-oxo)dicopper(III) complex: lessons from the guanidine/amine series.双（μ-氧代）二铜（III）配合物中的酚盐羟基化：胍/胺系列的经验教训。
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Biologically inspired oxidation catalysis.受生物启发的氧化催化
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Monooxygenase activity of type 3 copper proteins.3型铜蛋白的单加氧酶活性
Acc Chem Res. 2007 Jul;40(7):592-600. doi: 10.1021/ar6000395. Epub 2007 Apr 27.