通过不特定的过氧酶酶,氧化功能化亚尼索尔及其选定的反应产物
Essi Rytkönen1, Janne Jänis1, Anu Koivula2
1Department of Chemistry, University of Eastern Finland, P.O. Box 111, FI-80101, Joensuu, Finland.
Biochemistry and biophysics reports
|June 23, 2025
概括
非特异性过氧酶 (UPO) 能有效地将醇转化为各种化合物. 这项研究探讨了30个UPO,揭示了它们对素增值和精细化学合成的潜力.
科学领域:
- 生物催化和酶工程 生物催化和酶工程
- 有机化学 有机化学
- 生物技术是生物技术.
背景情况:
- 非特异性过氧酶 (UPO) 是多功能真菌酶,利用过氧化来氧化各种有机化合物.
- 芳香乙烯,像醇一样,是UPO的未经探索的基质,但提供了从素中获得有价值的化合物的途径.
- 了解UPO在芳香乙烯上的活性对于素的价值化和生产精细化学品至关重要.
研究的目的:
- 为了研究31个UPO酶在anisole上的氧功能化潜力.
- 为了识别UPO催化异离子氧化产生的反应途径和产品.
- 评估 Askorbic 酸对 UPO 反应的影响,并进一步探索类中间体的氧化.
主要方法:
- 对30种UPO酶和*Agrocybe aegerita*UPO进行查,以检测异位氧功能化.
- 使用染色学和质谱学分析反应产品.
- 使用已识别的类中间体进行生物转化实验,并评估 Askorbic 酸的作用.
主要成果:
- 通过UPO的异氧功能化,通过多达四次连续的反应,产生了14种不同的产品.
- 芳香氧化和O-脱甲基化是主要的反应途径,产生甲氧,甲氧二醇,和二醇.
- 在所有酶中都始终检测到瓜亚科尔和4-甲基,这表明广泛接受基质.
结论:
- UPOs对基质的定制氧功能化具有显著的潜力,包括那些来自素的基质.
- 拟议的醇反应途径为UPO催化机制和生物转化中的应用提供了洞察力.
- 酶工程的努力可以进一步优化UPO用于特定的芳香乙烯转化和素价值化.
相关概念视频
Oxidative Cleavage of Alkenes: Ozonolysis
11.2K
In ozonolysis, ozone is used to cleave a carbon–carbon double bond to form aldehydes and ketones, or carboxylic acids, depending on the work-up.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
Ozone is a symmetrical bent molecule stabilized by a resonance structure.
11.2K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
10.9K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
10.9K
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
6.1K
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
6.1K
Hydroboration-Oxidation of Alkenes
9.0K
In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
9.0K
Autoxidation of Ethers to Peroxides and Hydroperoxides
8.2K
Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when standing in the air. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly oxidize to form hydroperoxides and dialkyl peroxides.
8.2K
Reactions of Aldehydes and Ketones: Baeyer–Villiger Oxidation
4.4K
Baeyer–Villiger oxidation converts aldehydes to carboxylic acids and ketones to esters. The reaction uses peroxy acids or peracids and is often catalyzed by acid. The reaction is named after its pioneers, Adolf von Baeyer and Victor Villiger. The reaction is achieved by a wide range of peracids such as m-chloroperoxybenzoic acid (mCPBA), perbenzoic acid (C6H5COOOH), peracetic acid (CH3COOOH), hydrogen peroxide (H2O2), and tert-butyl hydroperoxide (t-BuOOH).
The carbonyl center is...
The carbonyl center is...
4.4K


