深入探索脂质氧化成风味化合物的方法:对 (E) -2-decenal热氧化反应的密度功能理论研究
Binchen Wang1, Shang Wang2, Yi Wang2
1School of Food Science and Technology, Dalian Polytechnic University, Dalian 116034, Liaoning, China; National Engineering Research Center of Seafood, Dalian 116034, Liaoning, China.
Food chemistry
|July 3, 2023
概括
这项研究调查了在加热过程中不和脂肪甲基化物的氧化,确定了38种挥发性化合物. 发现,基通路是食品风味形成的主要机制.
科学领域:
- 食品化学 食品化学
- 有机化学 有机化学
- 物理化学 物理化学
背景情况:
- 不和脂肪甲基是脂肪酸氧化过程中的关键产物.
- 这些化物可以进一步氧化成挥发性化合物,影响食物的味道.
- 了解它们的氧化机制对于食品风味研究至关重要.
研究的目的:
- 为了研究在 (E) -2-decenal加热过程中形成的挥发性化合物.
- 通过计算方法阐明不和脂肪化物的氧化途径.
- 为了确定导致食品风味形成的主要氧化途径.
主要方法:
- 使用热溶解冷陷和气色谱质谱法 (GC-MS) 进行挥发性分析.
- 密度函数理论 (DFT) 计算以建模反应路径.
- 氧化产物的分析和反应动力学.
主要成果:
- 从加热的 (E) -2-decenal中确定了38种挥发性化合物.
- 模拟了21种反应,将它们分为过氧化物,过氧基和基路径.
- 确定了氧化途径的优先级:基基 > 过氧基 > 过氧基.
结论:
- 醇基基路径是加热过程中 (E) -2-decenal氧化的主要机制.
- 计算结果与实验结果一致.
- 这项研究提供了关于热加工过程中食物风味的形成的见解.
相关概念视频
01:17Thermal Electrocyclic Reactions: Stereochemistry
2.0K
The stereochemistry of electrocyclic reactions is strongly influenced by the orbital symmetry of the polyene HOMO. Under thermal conditions, the reaction proceeds via the ground-state HOMO.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
2.0K
![[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2Ffiles%2Fmedia%2Fscience-education%2Fscience-education-thumbs%2F12417.jpg&w=3840&q=75)
01:16[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
10.3K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
10.3K
01:16Cycloaddition Reactions: MO Requirements for Thermal Activation
3.6K
Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
3.6K
02:45E2 Reaction: Kinetics and Mechanism
10.4K
SN2 substitutions and E2 eliminations of alkyl halides proceed via a concerted pathway. While the nucleophile attacks the alpha carbon in SN2 reactions, it functions as a strong base and abstracts a beta hydrogen in the E2 mechanism. The rate-limiting transition state in E2 elimination reactions is characterized by partially broken carbon–hydrogen and carbon–halogen bonds and a partially formed pi bond between the alpha and beta carbons. The beta hydrogen and halide are eliminated...
10.4K
02:43E2 Reaction: Stereochemistry and Regiochemistry
11.7K
Elimination reactions of alkyl halides can yield one or more alkenes depending on the specific regiochemical and stereochemical considerations. While the regiochemistry of the reaction governs the location of the double bond in the product, the stereochemical requirements often influence the geometry.
When a substrate with two different β hydrogens undergoes an E2 elimination, the presence of a strong base can yield two regioisomeric alkenes. The more-substituted alkene is the major...
When a substrate with two different β hydrogens undergoes an E2 elimination, the presence of a strong base can yield two regioisomeric alkenes. The more-substituted alkene is the major...
11.7K
01:23Electrophilic Addition of HX to 1,3-Butadiene: Thermodynamic vs Kinetic Control
2.7K
The addition of a hydrogen halide to 1,3-butadiene gives a mixture of 1,2- and 1,4-adducts. Since more substituted alkenes are more stable, the 1,4-adduct is expected to be the major product. However, the product distribution is strongly influenced by temperature; low temperature favors the 1,2-adduct, whereas the 1,4-adduct is predominant at high temperature.
2.7K