由阿斯巴拉和甲酸产生的单片氧导致二甲基的碎片化和导管形成
Vanessa K Fokuhl1, Emma L Gerlach1, Marcus A Glomb1
1Institute of Chemistry, Food Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Str. 2, 06120 Halle/Saale, Germany.
Journal of agricultural and food chemistry
|September 26, 2024
概括
在温和的条件下,阿斯巴拉丁和甲酸本质上会产生单片氧,一种反应性氧物种. 这种单片氧可以分裂二甲基,形成新型的附加物,影响食品化学.
科学领域:
- 生物化学 生物化学
- 有机化学 有机化学
- 食品化学 食品化学
背景情况:
- 单点氧 (1O2) 可以调解二甲基和甲基的碎片化.
- 前体的B环替代模式保留在得到的 (二) 酸中.
研究的目的:
- 为了验证在温和的水性条件下,阿斯巴拉丁和酸对单片氧的内在生成.
- 为了研究由阿斯巴拉丁和酸诱导的二甲基的碎片化.
- 为了识别和描述二甲基和甲酸之间形成的新型添加物.
主要方法:
- 高性能液体染色学与质谱学相结合 (HPLC-(+) -APCI-MS2).
- 反应产物和添加物的隔离和结构识别.
- 在受控的水性条件下进行化研究 (37°C,pH 7.0,不包括光线).
主要成果:
- 证实阿斯巴拉丁和甲酸在温和,水和黑暗条件下内在产生单片氧.
- 用特定的B环替代物分解二甲基是由阿斯巴拉或亚斯科布酸的过量引起的.
- 一种新型的阿斯科比尔添加物被分离和鉴定出来,来自于用阿斯科比克酸化罗的化,在果泥中确认形成.
结论:
- 阿斯巴拉丁和甲酸是单片氧的内源来源.
- 这些化合物产生的单片氧可以导致二甲基碎片化和形成独特的甲基添加物.
- 这些添加物的形成在结构上是依赖性的,并且在诸如果泥等食物矩阵中是相关的.
相关概念视频
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
5.7K
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.
5.7K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
9.9K
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.
9.9K
Oxidative Cleavage of Alkenes: Ozonolysis
10.0K
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.
10.0K
Radical Autoxidation
2.1K
The oxidation of an organic compound in the presence of air or oxygen is called autoxidation. For example, cumene reacts with oxygen to form hydroperoxide. Autoxidation involves initiation, propagation, and termination steps. Many organic compounds are susceptible to autoxidation—especially ethers in the presence of oxygen, which form hydroperoxides. Even though this reaction is slow, old ether bottles contain small amounts of peroxide, which leads to laboratory explosions during ether...
2.1K
Mass Spectrometry: Molecular Fragmentation Overview
3.0K
The ionization of a molecule into a molecular ion inside the mass spectrometer causes instability in the molecule's structure due to the loss of an electron. This eventually leads to the fragmentation or breaking of some bonds in the molecule. The fragmentation occurs predominantly at specific bonds to yield relatively stable fragments.
One type of fragmentation pattern is the cleavage of a single bond in the molecular ion. The cleavage leads to a radical and a cation. The cleavage can...
One type of fragmentation pattern is the cleavage of a single bond in the molecular ion. The cleavage leads to a radical and a cation. The cleavage can...
3.0K
Preparation of Diols and Pinacol Rearrangement
3.3K
Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
3.3K


